WO2023232840A1 - Cosmetic composition comprising amino acids, hydroxylated (poly)carboxylic acids and silicones, processes and use - Google Patents

Cosmetic composition comprising amino acids, hydroxylated (poly)carboxylic acids and silicones, processes and use Download PDF

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WO2023232840A1
WO2023232840A1 PCT/EP2023/064487 EP2023064487W WO2023232840A1 WO 2023232840 A1 WO2023232840 A1 WO 2023232840A1 EP 2023064487 W EP2023064487 W EP 2023064487W WO 2023232840 A1 WO2023232840 A1 WO 2023232840A1
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notably
weight
carbon atoms
formula
composition
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PCT/EP2023/064487
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French (fr)
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Manon Chaumontet
Laura FENELON
Patrick Minou
Tong XING
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L'oreal
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners

Definitions

  • TITLE Cosmetic composition comprising amino acids, hydroxylated (poly)carboxylic acids and silicones, processes and use
  • the present invention relates to a cosmetic composition, notably a hair composition, comprising one or more compounds of amino acid type, one or more hydroxy carboxylic acids, and one or more silicones.
  • a cosmetic composition notably a hair composition, comprising one or more compounds of amino acid type, one or more hydroxy carboxylic acids, and one or more silicones.
  • the invention also relates to a cosmetic treatment process using said composition.
  • Mineral waters contain, for example, variable amounts of minerals present in the form of dissolved ions, such as calcite (present in the form of calcium), dolomite (present in the form of calcium and magnesium), magnetite (present in the form of iron) and chalcanthite (present in the form of copper).
  • calcite present in the form of calcium
  • dolomite present in the form of calcium and magnesium
  • magnetite present in the form of iron
  • chalcanthite present in the form of copper
  • “Hard” waters are also concentrated in minerals, such as calcium and magnesium, and swimming pool waters are for their part concentrated in copper salts originating from algicides used in the treatment of swimming pools.
  • Hair has a strong tendency to absorb these minerals and/or their metal salts because of the presence, at the surface thereof, of anionic functional groups which correspond in particular to the sulfonic or carboxylic functional groups of keratin. Furthermore, the isoelectric point of the individual hair is generally described between 3.2 and 4. The result of this is that, in everyday life, the pH of the water applied to the hair is greater than such values, which results in a negatively charged fibre.
  • the accumulation of the metal (iron, copper, for example) salts can accelerate the damage caused to the hair because they catalyse oxidation/reduction reactions and generate hydroxyl radicals HO° which can be harmful to the keratin fibre, including at low contents.
  • the hair can become less resistant, more weakened, indeed even break more easily, or also lose its sheen, due to the accumulation of minerals and/or their metal salts.
  • composition which is the subject of the present invention and the use thereof make it possible to achieve this aim.
  • One subject of the present invention is thus a cosmetic composition, preferably a hair composition, comprising:
  • hydroxylated (poly)carboxylic acids comprising from 2 to 8 carbon atoms, and/or salts thereof, present in a total content of from 1 to 10% by weight, relative to the total weight of the composition, and
  • one or more silicones present in a total content of at least 0.5% by weight, relative to the total weight of the composition.
  • composition according to the invention makes it possible to improve the resistance to breakage of the hair, to strengthen the hair and also to significantly limit its reduction or loss of sheen, undesirable effects liable to be caused by the presence of metal ions, notably copper or calcium ions, within said fibres.
  • the fibres After applying the composition, the fibres appear to be strengthened, said strengthening being improved with successive applications of the composition.
  • composition according to the invention further makes it possible to contribute conditioning properties to the hair, notably a smooth feel, softness, sheen and facilitated disentangling, and to do so while contributing strength, body and a bulk effect to the head of hair.
  • composition according to the present invention comprises one or more compounds of amino acid type chosen from the compounds corresponding to formula (I) below and/or salts thereof.
  • the compounds of amino acid type may thus correspond to formula (I): in which p is an integer equal to 1 or 2, it being understood that:
  • R forms, with the nitrogen atom, a saturated heterocycle comprising from 5 to 8 ring members, preferably 5 ring members, it being possible for this ring to be substituted with one or more groups chosen from hydroxyl or (Ci-C4)alkyl;
  • R represents a hydrogen atom or a saturated, linear or branched, (Ci- Ci2)alkyl, preferably (Ci-C4)alkyl, group, optionally interrupted with one or more heteroatoms or groups chosen from -S-, -NH- or -C(NH)- and/or optionally substituted with one or more groups chosen from hydroxyl (-OH), amino (-NH2), - SH, -COOH, -CONH2 or -NH-C(NH)-NH 2 .
  • R forms, with the nitrogen atom, a saturated heterocycle comprising 5 ring members, this ring not being substituted.
  • p 2.
  • R represents a hydrogen atom or a saturated, linear or branched, (Ci-C4)alkyl group, optionally interrupted with a -S- heteroatom and/or optionally substituted with one or two groups chosen from hydroxyl, amino or -NH- C(NH)-NH 2 .
  • p 2 and R represents a hydrogen atom.
  • the compounds of amino acid type may also be a salt of a compound of formula (I).
  • These salts comprise the salts with organic or mineral bases, for example the salts of alkali metals, for instance the lithium, sodium or potassium salts; the salts of alkaline-earth metals, for instance the magnesium or calcium salts, and the zinc salts.
  • the compounds of amino acid type may be in the form of an optical isomer of L, D or DL configuration, preferably of L configuration.
  • the compound(s) of amino acid type according to the invention are chosen from glycine, proline, methionine, serine, arginine, lysine, their salts (notably alkali metal, alkaline-earth metal or zinc salts) and mixtures thereof.
  • the compound(s) of amino acid type according to the invention are chosen from glycine, proline, methionine, serine, arginine, salts thereof and mixtures thereof.
  • the compound of amino acid type is chosen from glycine, salts thereof (notably alkali metal, alkaline-earth metal or zinc salts) and mixtures thereof.
  • glycine salts As glycine salts according to the present invention, mention may be made of sodium glycinate, zinc glycinate, calcium glycinate, magnesium glycinate, manganese glycinate and potassium glycinate, preferably sodium glycinate and potassium glycinate.
  • the compound of amino acid type is glycine.
  • the total content of compound(s) of amino acid type chosen from the compounds corresponding to formula (I) and/or salts thereof, present in the composition according to the invention is at least 0.5% by weight, relative to the total weight of the composition. This content may range from 0.5% to 10% by weight, notably from 0.7% to 8% by weight, better still from 0.8% to 7% by weight, relative to the total weight of the composition.
  • the total content of compound(s) of amino acid type chosen from glycine, proline, methionine, serine, arginine, lysine, salts thereof and mixtures thereof in the composition according to the invention may range from 0.5% to 10% by weight, notably from 0.7% to 8% by weight, better still from 0.8% to 7% by weight, relative to the total weight of the composition.
  • the total content of compound(s) of amino acid type chosen from glycine, salts thereof and mixtures thereof in the composition according to the invention may range from 0.5% to 10% by weight, notably from 0.7% to 8% by weight, better still from 0.8% to 7% by weight, relative to the total weight of the composition.
  • the glycine content in the composition according to the invention may range from 0.5% to 10% by weight, notably from 0.7% to 8% by weight, better still from 0.8% to 7% by weight, relative to the total weight of the composition.
  • composition according to the invention also comprises one or more hydroxylated (poly)carboxylic acids comprising from 2 to 8 carbon atoms, and/or salts thereof.
  • Said (poly)acids comprise at least one COOH group (in acid or salified form); they may thus comprise a single COOH group - the term used is then monoacid - or may comprise several, notably at least two COOH groups (in acid or salified form), better still two or three COOH groups (in acid or salified form) - the term used is then polyacids.
  • Polyacid is understood to mean monoacids and polyacids.
  • They also comprise at least one OH group but may comprise several thereof, notably from two to three OH groups.
  • they comprise in total from four to six carbon atoms and their hydrocarbon-based chain is saturated and linear.
  • the hydroxylated (poly)carboxylic acids and/or salts thereof comprise in total from four to six carbon atoms, from one to three OH groups and from two to three COOH groups (in acid or salified form).
  • the salts of these (poly)acids comprise the salts with organic or mineral bases, for example the salts of alkali metals, such as the lithium, sodium or potassium salts; the salts of alkaline-earth metals, such as the magnesium or calcium salts, and the zinc salts.
  • alkali metal or alkaline-earth metal salts are preferred and in particular the sodium salts.
  • the hydroxylated (poly)carboxylic acids or salts thereof are chosen from a-hydroxy acids and salts thereof, and notably from lactic acid, glycolic acid, tartaric acid or citric acid, and salts thereof, notably alkali metal or alkaline-earth metal salts; most particularly citric acid and/or tartaric acid and also salts thereof, notably alkali metal or alkaline-earth metals salts, such as sodium citrate and/or sodium tartrate; better still citric acid or salts thereof, notably alkali metal or alkaline-earth metal salts, such as sodium citrate.
  • the total content of hydroxylated (poly)carboxylic acids comprising in total from two to eight carbon atoms, and/or salts thereof, present in the composition according to the invention is from 1 to 10% by weight, relative to the total weight of the composition. This content may range from 1 % to 8% by weight, better from 1 .5% to 6% by weight, relative to the total weight of the composition.
  • the total content of hydroxylated (poly)carboxylic acids comprising in total from four to six carbon atoms, from one to three OH groups and two or three COOH groups, or salts thereof, present in the composition according to the invention may range from 1 % to 10% by weight, notably from 1 % to 8% by weight, better still from 1 .5% to 6% by weight, relative to the total weight of the composition.
  • the total content of hydroxylated (poly)carboxylic acids chosen from lactic acid, glycolic acid, tartaric acid or citric acid, and salts thereof, notably alkali metal or alkaline-earth metal salts, in the composition according to the invention may range from 1 % to 10% by weight, notably from 1 % to 8% by weight, better still from 1 .5% to 6% by weight, relative to the total weight of the composition.
  • the content of citric acid and/or salts thereof in the composition according to the invention may range from 1 % to 10% by weight, notably from 1 % to 8% by weight, better still from 1 .5% at 6% by weight, relative to the total weight of the composition.
  • composition according to the invention comprises one or more silicones, which may be chosen in particular from amino silicones, non-amino silicones and mixtures thereof.
  • composition according to the invention may thus comprise one or more non- amino silicones, which may be solid or liquid, preferably liquid (at 25°C, 1 atm), and volatile or non-volatile.
  • non-amino silicones that may be used may be soluble or insoluble in the composition according to the invention; they may be in oil, wax, resin or gum form; silicone oils and gums are preferred.
  • the volatile silicones may be chosen from those with a boiling point of between 60°C and 260°C (at atmospheric pressure) and in particular from: i) cyclic polydialkylsiloxanes including from 3 to 7 and preferably 4 to 5 silicon atoms, such as
  • cyclic silicones with silicon-derived organic compounds such as the mixture of octamethylcyclotetrasiloxane and of tetratrimethylsilylpentaerythritol (50/50) and the mixture of octamethylcyclotetrasiloxane and of 1 ,1’- oxy(2,2,2’,2’,3,3’-hexatrimethylsilyloxy)bisneopentane; ii) linear polydialkylsiloxanes containing 2 to 9 silicon atoms, which generally have a viscosity of less than or equal to 5x10 -6 m 2 /s at 25°C, such as decamethyltetrasiloxane.
  • non-volatile silicones mention may be made, alone or as a mixture, of polydialkylsiloxanes and notably polydimethylsiloxanes (PDMS or dimethicone), polydiarylsiloxanes, polyalkylarylsiloxanes, silicone gums and resins, and also nonamino organopolysiloxanes (or organomodified polysiloxanes, or alternatively organomodified silicones) which are polysiloxanes including in their structure one or more non-amino organofunctional groups, generally attached via a hydrocarbonbased group, and preferably chosen from aryl groups, alkoxy groups and polyoxyethylene and/or polyoxypropylene groups.
  • PDMS or dimethicone polydimethylsiloxanes
  • polyalkylarylsiloxanes silicone gums and resins
  • nonamino organopolysiloxanes or organomodified polysiloxanes, or alternatively organomodified silicone
  • the organomodified silicones may be polydiarylsiloxanes, notably polydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized with the organofunctional groups mentioned previously.
  • the polyalkylarylsiloxanes are particularly chosen from linear and/or branched polydimethyl/methylphenylsiloxanes and polydimethyl/diphenylsiloxanes.
  • organopolysiloxanes including:
  • polyoxyethylene and/or polyoxypropylene groups optionally including C6-C24 alkyl groups, such as dimethicone copolyols, and notably those sold by the company Dow Corning under the name DC 1248 or the oils Silwet® L 722, L 7500, L 77 and L 711 from the company Union Carbide; or alternatively (Ci2)alkylmethicone copolyols, and notably those sold by the company Dow Corning under the name Q2-5200;
  • C6-C24 alkyl groups such as dimethicone copolyols, and notably those sold by the company Dow Corning under the name DC 1248 or the oils Silwet® L 722, L 7500, L 77 and L 711 from the company Union Carbide; or alternatively (Ci2)alkylmethicone copolyols, and notably those sold by the company Dow Corning under the name Q2-5200;
  • hydroxylated groups for instance polyorganosiloxanes bearing a hydroxyalkyl function
  • the silicones can also be chosen from polydialkylsiloxanes, among which mention may be made mainly of polydimethylsiloxanes having trimethylsilyl end groups (CTFA: dimethicone).
  • CTFA trimethylsilyl end groups
  • polydialkylsiloxanes mention may be made of the following commercial products:
  • oils of the 200 series from Dow Corning such as DC200 with a viscosity of 60 000 mm 2 /s;
  • CTFA dimethiconol
  • oils of the 48 series from Rhodia are examples of polydimethylsiloxanes having dimethylsilanol end groups (CTFA: dimethiconol), such as the oils of the 48 series from Rhodia.
  • Products that may be used more particularly in accordance with the invention are mixtures such as:
  • CTFA dimethiconol
  • CFA cyclic polydimethylsiloxane
  • the polyalkylarylsiloxanes are particularly chosen from linear and/or branched polydimethyl/methylphenylsiloxanes and polydimethyl/diphenylsiloxanes with a viscosity ranging from 1 x10 -5 to 5x10 -2 m 2 /s at 25°C.
  • these polyalkylarylsiloxanes mention may be made of the products sold under the following names:
  • oils of the SF series from General Electric such as SF 1023, SF 1 154, SF 1250 and SF 1265.
  • non-amino silicones that are more particularly preferred according to the invention are polydimethylsiloxanes containing trimethylsilyl end groups (CTFA: dimethicone).
  • composition according to the invention may comprise one or more amino silicones.
  • amino silicone denotes any silicone including at least one primary, secondary or tertiary amine or a quaternary ammonium group.
  • the amino silicones that may be used according to the present invention may be volatile or non-volatile and cyclic, linear or branched, and preferably have a viscosity ranging from 5 x 10 -6 to 2.5 m 2 /s at 25°C, for example from 1 x 10 -5 to 1 m 2 /s.
  • amino silicone(s) are chosen, alone or as mixtures, from the following compounds:
  • - G which is identical or different, denotes a hydrogen atom or a phenyl, OH, Ci-Cs alkyl, for example methyl, or Ci-Cs alkoxy, for example methoxy, group;
  • - a and a’ which may be identical or different, denote 0 or an integer from 1 to 3, in particular 0, with the proviso that at least one from among a and a’ is equal to zero,
  • - b denotes 0 or 1 , in particular 1 ,
  • n + m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and
  • - R’ which may be identical or different, denotes a monovalent radical of formula - C q H2qL in which q is a number ranging from 2 to 8 and L is an optionally quaternized amino group chosen from the following groups: -NR”-Q-N(R”)2, -N(R”)2, -N + (R”)3 A- , -N + H(R”) 2 A-, -N + H 2 (R”) A-, -NR”-Q-N + (R”)H 2 A-, -NR”-Q-N + (R”) 2 H A- and -NR”-Q- N + (R”) 3 A in which R”, which may be identical or different, denotes hydrogen, phenyl, benzyl or a saturated monovalent hydrocarbon -based radical, for example a C1-C20 alkyl radical; Q denotes a linear or branched group of formula CrH2r, r being an integer ranging from 2 to 6, preferably from 2 to 4;
  • amino silicones of formula (II) may be chosen from:
  • n + m and n are numbers such that the sum (n + m) ranges from 1 to 1000, in particular from 50 to 250 and more particularly from 100 to 200; n denoting a number from 0 to 999 and notably from 49 to 249 and more particularly from 125 to 175, and m denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and
  • the alkoxy radical is a methoxy radical.
  • the hydroxy/alkoxy mole ratio preferably ranges from 0.2:1 to 0.4:1 and preferably from 0.25:1 to 0.35:1 and more particularly is equal to 0.3:1 .
  • the weight-average molecular mass (Mw) of these silicones preferably ranges from 2000 to 1 000 000 g/mol and more particularly from 3500 to 200 000 g/mol.
  • - p and q are numbers such that the sum (p + q) ranges from 1 to 1000, in particular from 50 to 350 and more particularly from 150 to 250; p denoting a number from 0 to 999, notably from 49 to 349 and more particularly from 159 to 239, and q denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and
  • R1 and R2 which are different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals R1 or R2 denoting an alkoxy radical.
  • the alkoxy radical is a methoxy radical.
  • the hydroxy/alkoxy mole ratio generally ranges from 1 :0.8 to 1 :1 .1 and preferably from 1 :0.9 to 1 :1 and more particularly is equal to 1 :0.95.
  • the weight-average molecular mass (Mw) of the silicone preferably ranges from 2000 to 200 000 g/mol, more preferentially from 5000 to 100 000 g/mol and in particular from 10 000 to 50 000 g/mol.
  • the commercial products comprising silicones of structure (IV) or (V) may include in their composition one or more other amino silicones, the structure of which is different from formula (IV) or (V).
  • a product containing amino silicones of structure (IV) is sold by the company Wacker under the name Belsil® ADM 652.
  • a product containing amino silicones of structure (V) is sold by Wacker under the name Fluid WR 1300®.
  • Another product containing amino silicones of structure (XIV) is sold by Wacker under the name Belsil ADM LOG 1®.
  • the oil-in-water emulsion may comprise one or more surfactants.
  • the surfactants may be of any nature but are preferably cationic and/or nonionic.
  • the number-average size of the silicone particles in the emulsion generally ranges from 3 nm to 500 nm.
  • use is made of microemulsions of which the mean particle size ranges from 5 nm to 60 nm (limits included) and more particularly from 10 nm to 50 nm (limits included).
  • use may be made according to the invention of the amino silicone microemulsions of formula (V) sold under the names Finish CT 96 E® or SLM 28020® by the company Wacker.
  • n + m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n denoting a number from 0 to 1999 and notably from 49 to 149, and m denoting a number from 1 to 2000 and notably from 1 to 10; and
  • A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably linear.
  • the weight-average molecular mass (Mw) of these amino silicones preferably ranges from 2000 to 1 000 000 g/mol and more particularly from 3500 to 200 000 g/mol.
  • a silicone corresponding to this formula is, for example, Xiameter MEM 8299 Emulsion from Dow Corning.
  • n + m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and
  • A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably branched.
  • the weight-average molecular mass (Mw) of these amino silicones preferably ranges from 500 to 1 000 000 g/mol and more particularly from 1000 to 200 000 g/mol.
  • a silicone corresponding to this formula is, for example, DC2-8566 Amino Fluid from Dow Corning;
  • - Rs represents a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl or C2-C18 alkenyl radical, for example methyl;
  • - Re represents a divalent hydrocarbon-based radical, notably a C1-C18 alkylene radical or a divalent C1-C18, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
  • - Q is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate;
  • - r represents a mean statistical value ranging from 2 to 20 and in particular from 2 to 8;
  • - s represents a mean statistical value ranging from 20 to 200 and in particular from 20 to 50.
  • R7 which may be identical or different, represent a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2-C18 alkenyl radical or a ring comprising 5 or 6 carbon atoms, for example methyl;
  • - Re represents a divalent hydrocarbon-based radical, notably a C1-C18 alkylene radical or a divalent C1-C18, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
  • - Rs which may be identical or different, represent a hydrogen atom, a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2-C18 alkenyl radical or a radical -R6-NHCOR7;
  • - X- is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate;
  • - r represents a mean statistical value ranging from 2 to 200 and in particular from 5 to 100.
  • silicones are for example described in patent application EP-A-0 530 974; mention may in particular be made of the silicone having the INCI name: Quaternium 80.
  • Silicones falling within this category are the silicones sold by the company Goldschmidt under the names Abil Quat 3270, Abil Quat 3272 and Abil Quat 3474;
  • R2 which may be identical or different, denote a C1-C4 alkyl radical or a phenyl group
  • - n is an integer ranging from 1 to 5
  • - m is an integer ranging from 1 to 5
  • - x is chosen such that the amine number ranges from 0.01 to 1 meq/g;
  • Said silicones are preferably formed from repeating units having the following general formulae: else in which:
  • - a is an integer greater than or equal to 1 , preferably ranging from 5 to 200 and more particularly ranging from 10 to 100;
  • - b is an integer between 0 and 200, preferably ranging from 4 to 100 and more particularly between 5 and 30;
  • - x is an integer ranging from 1 to 10 000 and more particularly from 10 to 5000;
  • - R is a hydrogen atom or a methyl
  • R which may be identical or different, represent a linear or branched divalent C2- C12 hydrocarbon-based radical, optionally including one or more heteroatoms such as oxygen; preferably, R, which may be identical or different, denote an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH2OCH2CH(OH)CH2- radical; preferentially, R denote a CH2CH2CH2OCH 2 CH(OH)CH2- radical; and
  • R’ which may be identical or different, represent a linear or branched divalent C2- C12 hydrocarbon-based radical, optionally including one or more heteroatoms such as oxygen; preferably, R’, which may be identical or different, denote an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH2OCH2CH(OH)CH2- radical; preferentially, R’ denote -CH(CH3)- CH2-.
  • the siloxane blocks preferably represent between 50 mol% and 95 mol% of the total weight of the silicone, more particularly from 70 mol% to 85 mol%.
  • the amine content is preferably between 0.02 and 0.5 meq/g of copolymer in a 30% solution in dipropylene glycol, more particularly between 0.05 and 0.2.
  • the weight-average molecular mass (Mw) of the silicone is preferably between 5000 and 1 000 000 g/mol and more particularly between 10 000 and 200 000 g/mol.
  • R R, R’ and R, which may be identical or different, denote a C1-C4 alkyl group or a hydroxyl group,
  • - x and y are numbers ranging from 1 to 5000; preferably, x ranges from 10 to 2000 and more preferentially from 100 to 1000; preferably, y ranges from 1 to 100;
  • R1 and R2 which may be identical or different, preferably identical, denote a linear or branched, saturated or unsaturated alkyl group comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and more preferentially from 12 to 20 carbon atoms; and
  • - A denotes a linear or branched alkylene radical containing from 2 to 8 carbon atoms.
  • A comprises from 3 to 6 carbon atoms, more preferentially 4 carbon atoms; preferably, A is branched. Mention may be made in particular of the following divalent groups: -CH2CH2CH2- and -CH2CH(CH3)CH2-.
  • R1 and R2 are independent saturated linear alkyl groups comprising 6 to 30 carbon atoms, preferably 8 to 24 carbon atoms and in particular from 12 to 20 carbon atoms; mention may be made in particular of dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; and preferentially, R1 and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
  • silicone of formula (XII) is the silicone of formula (XII):
  • - x ranges from 10 to 2000 and in particular from 100 to 1000;
  • - A comprises from 3 to 6 carbon atoms and notably 4 carbon atoms; preferably, A is branched; more particularly, A is chosen from the following divalent groups: - CH2CH2CH2 and -CH 2 CH(CH3)CH2-; and
  • R1 and R2 independently are saturated linear alkyl groups comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and in particular from 12 to 20 carbon atoms; notably chosen from dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; preferentially, R1 and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
  • a silicone of formula (XII) that is preferred is bis-cetearyl amodimethicone. Mention may be made in particular of the amino silicone sold under the name Silsoft AX by Momentive.
  • n and m are such that the weight-average molecular mass of the amino silicone is between 1000 and 55 000.
  • amino silicones of formula (XIV) mention may be made of the products sold under the names AMS-132, AMS-152, AMS-162, AMS-163, AMS-191 and AMS-1203 by the company Gelest and KF-8015 by the company Shin-Etsu.
  • n is such that the weight-average molecular mass of the amino silicone is between 500 and 3000.
  • amino silicones of formula (XV) mention may be made of the products sold under the names MCR-A1 1 and MCR-A12 by the company Gelest.
  • n and m are such that the weight-average molecular mass of the amino silicone is between 500 and 50 000.
  • amino silicones of formula (XVI) mention may be made of the aminopropyl phenyl trimethicone sold under the name DC 2-2078 Fluid by the company Dow Corning.
  • the cosmetic composition according to the invention may also comprise, as silicone, an amino silicone corresponding to formula (XVIII) below: in which:
  • - n is a number between 1 and 1000, preferably between 10 and 500, better still between 25 and 100, even better still between 50 and 80;
  • - m is a number between 1 and 200, preferably between 1 and 100, better still between 1 and 10 and even better still between 1 and 5;
  • R’ which may be identical or different, preferably identical, are saturated or unsaturated, linear or branched, alkyl radicals comprising from 8 to 30 carbon atoms, preferably from 10 to 24 carbon atoms, notably from 12 to 18 carbon atoms; it being possible for said radicals optionally to be substituted with one or more hydroxyl OH groups;
  • - R’ is a linear or branched divalent alkylene radical containing from 1 to 6 carbon atoms, notably from 2 to 5 carbon atoms;
  • - R is a linear or branched divalent alkylene radical containing from 1 to 6 carbon atoms, notably from 1 to 5 carbon atoms.
  • the radicals R’ which may be identical or different, are saturated linear alkyl radicals comprising from 8 to 30 carbon atoms, preferably from 10 to 24 carbon atoms, notably from 12 to 18 carbon atoms; mention may be made in particular of dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl and octadecyl radicals; preferentially, the radicals R’”, which may be identical or different, are chosen from saturated linear alkyl radicals containing from 12 to 16 carbon atoms, which are notably C13, C14 or C15 radicals, alone or as a mixture, and better still represent a mixture of C13, C14 and C15 radicals.
  • radicals R’ are identical.
  • R' is a linear or branched, preferably branched, divalent alkylene radical comprising from 1 to 6 carbon atoms, notably from 2 to 5 carbon atoms; notably a - CH2-CH2-CH2-, -CH2-CH(CH 3 )-CH2- or -CH2-CH2-CH(CH 3 )- radical.
  • R is a linear divalent alkylene radical comprising from 1 to 6 carbon atoms, notably from 1 to 4 carbon atoms, in particular a -CH2-CH2- radical.
  • the composition may comprise one or more silicones of formula (XVIII) in which:
  • - n is a number between 50 and 80;
  • - m is a number between 1 and 5;
  • - R’ is a divalent alkylene radical having from 2 to 5 carbon atoms
  • - R is a linear divalent alkylene radical having from 1 to 4 carbon atoms.
  • composition may comprise one or more silicones of formula (XVIII) in which:
  • - n is a number between 50 and 80;
  • - m is a number between 1 and 5;
  • - R’ is a -(CH 2 )3-, -CH2-CH(CH 3 )-CH2- or -CH2-CH2-CH(CH 3 )- radical, and
  • - R is a -(CH2)2- radical.
  • a most particularly preferred silicone of formula (XVIII) is Bis(C13-15 Alkoxy) PG- Amodimethicone (INCI name). Mention may notably be made of the silicone sold under the name Dowsil 8500 Conditioning Agent by Dow.
  • amino silicone(s) are chosen, alone or as a mixture, from:
  • the composition according to the present invention may comprise the silicone(s) in a total content preferably ranging from 0.5% to 5% by weight, preferentially from 0.6% to 3% by weight and more preferentially from 0.7% to 2.5% by weight, relative to the total weight of the composition.
  • the composition according to the present invention may comprise the amino silicone(s) in a total content preferably ranging from 0.5% to 5% by weight, preferentially from 0.6% to 3% by weight and better still from 0.7% to 2.5% by weight, relative to the total weight of the composition.
  • composition according to the invention may optionally comprise one or more cationic surfactants.
  • Said cationic surfactants are non-silicone surfactants, that is to say that they do not contain an Si-0 group.
  • They are preferably chosen from primary, secondary or tertiary fatty amines, which are optionally polyoxyalkylenated, or salts thereof, and quaternary ammonium salts, and mixtures thereof.
  • composition can comprise one or more cationic surfactants chosen, alone or as a mixture, from the following compounds, which are quaternary ammonium salts:
  • X’ is an anion notably chosen from the group of halides, phosphates, acetates, lactates, (Ci-C4)alkyl sulfates, (Ci-C4)alkylsulfonates or (Ci-C4)alkylarylsulfonates;
  • the groups Ri to R4 which may be identical or different, represent a linear or branched aliphatic group including from 1 to 30 carbon atoms, or an aromatic group such as aryl or alkylaryl, at least one of the groups R1 to R4 denoting a linear or branched aliphatic group including from 8 to 30 carbon atoms, preferably from 12 to 24 carbon atoms.
  • the aliphatic groups may include heteroatoms notably such as oxygen, nitrogen, sulfur and halogens.
  • the aliphatic groups are chosen, for example, from C1-C30 alkyl, C1-C30 alkoxy, (C2-C6) polyoxyalkylene, C1-C30 alkylamide, (C12- C22)alkylamido(C2-C6)alkyl, (Ci2-C22)alkyl acetate, and C1-C30 hydroxyalkyl groups.
  • tetraalkylammonium salts for instance dialkyldimethylammonium or alkyltrimethylammonium salts in which the alkyl group includes from about 12 to 22 carbon atoms, in particular behenyltrimethylammonium, distearyldimethylammonium, cetyltrimethylammonium or benzyldimethylstearylammonium salts, and also palmitylamidopropyltrimethylammonium salts, stearamidopropyltrimethylammonium salts, stearamidopropyldimethylcetearylammonium salts, or stearamidopropyldimethyl(myristyl acetate)ammonium salts such as those sold under the name Ceraphyl® 70 by the company Van Dyk.
  • X is an anion chosen from the group of halides, phosphates, acetates, lactates, alkyl sulfates, alkyl- or alkylaryl-sulfonates in which the alkyl and aryl groups preferably comprise, respectively, from 1 to 20 carbon atoms and from 6 to 30 carbon atoms.
  • Rs and Re denote a mixture of alkenyl or alkyl groups including from 12 to 21 carbon atoms, for example derived from tallow fatty acids, R7 denotes a methyl group and Rs denotes a hydrogen atom.
  • Such a product is sold, for example, under the name Rewoquat® W 75 by the company Rewo,
  • R9 denotes an alkyl radical including from about 16 to 30 carbon atoms which is optionally hydroxylated and/or optionally interrupted with one or more oxygen atoms,
  • R is chosen from hydrogen or an alkyl radical including from 1 to 4 carbon atoms or a group (R9a)(Rioa)(Rna)N-(CH2)3, with Rg a , Rioa, Rua, R11 , R12, R13 and R14, which may be identical or different, chosen from hydrogen or an alkyl radical including from 1 to 4 carbon atoms, and
  • X’ is an anion chosen from the group of halides, acetates, phosphates, nitrates, (C1- C4)alkyl sulfates, (Ci-C4)alkylsulfonates and (Ci-C4)alkylarylsulfonates, in particular methyl sulfate and ethyl sulfate.
  • Such compounds are, for example, Finquat CT-P, sold by Finetex (Quaternium 89), and Finquat CT, sold by Finetex (Quaternium 75);
  • R15 is chosen from Ci-Ce alkyl groups and Ci-Ce hydroxyalkyl or dihydroxyalkyl groups;
  • R is chosen from the group R19-C(O)-; groups R20 which are linear or branched, saturated or unsaturated C1-C22 hydrocarbon-based groups; a hydrogen atom;
  • R is chosen from the group R21 -C(O)-; groups R22 which are linear or branched, saturated or unsaturated Ci-Ce hydrocarbon-based groups; a hydrogen atom;
  • R17, R19 and R21 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C7-C21 hydrocarbon-based groups; r, s and t, which may be identical or different, are integers having values from 2 to 6; y is an integer ranging from 1 to 10; x and z, which may be identical or different, are integers having a value from 0 to 10;
  • X is a simple or complex, organic or mineral anion; with the proviso that the sum x + y + z is from 1 to 15, that when x is 0 then R denotes R20, and that when z is 0 then Rw denotes R22.
  • the alkyl groups R15 may be linear or branched, and more particularly linear.
  • R15 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, and more particularly a methyl or ethyl group.
  • the sum x + y + z is from 1 to 10.
  • R is a hydrocarbon-based group R20, it may be long and contain from 12 to 22 carbon atoms, or may be short and contain from 1 to 3 carbon atoms.
  • R is a hydrocarbon-based group R22, it preferably contains 1 to 3 carbon atoms.
  • R17, R19 and R21 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C11-C21 hydrocarbon-based groups, and more particularly from linear or branched, saturated or unsaturated C11- C21 alkyl and alkenyl groups.
  • x and z which may be identical or different, are equal to 0 or 1 .
  • y is equal to 1 .
  • r, s and t which may be identical or different, are equal to 2 or 3, and even more particularly are equal to 2.
  • the anion X’ is preferably a halide (chloride, bromide or iodide) or an alkyl sulfate, more particularly methyl sulfate.
  • a halide chloride, bromide or iodide
  • alkyl sulfate more particularly methyl sulfate.
  • use may be made of methanesulfonate, phosphate, nitrate, tosylate, an anion derived from an organic acid, such as acetate or lactate, or any other anion that is compatible with the ammonium bearing an ester function.
  • the anion X’ is even more particularly chloride or methyl sulfate.
  • composition according to the invention use may be made more particularly of the ammonium salts of formula (V) in which R15 denotes a methyl or ethyl group, x and y are equal to 1 ; z is equal to 0 or 1 ; r, s and t are equal to 2;
  • R17, R19 and R21 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C13-C17 hydrocarbon-based groups, and preferably from linear or branched, saturated or unsaturated C13-C17 alkyl and alkenyl groups.
  • the hydrocarbon-based groups are linear.
  • acyl groups preferably contain 14 to 18 carbon atoms and are derived more particularly from a plant oil such as palm oil or sunflower oil. When the compound contains several acyl groups, these groups may be identical or different.
  • These products are obtained, for example, by direct esterification of triethanolamine, triisopropanolamine, an alkyldiethanolamine or an alkyldiisopropanolamine, which are optionally oxyalkylenated, with C10-C30 fatty acids or with mixtures of C10-C30 fatty acids of plant or animal origin, or by transesterification of the methyl esters thereof.
  • This esterification is followed by a quaternization using an alkylating agent such as an alkyl halide (preferably a methyl or ethyl halide), a dialkyl sulfate (preferably a methyl or ethyl sulfate), methyl methanesulfonate, methyl paratoluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
  • alkylating agent such as an alkyl halide (preferably a methyl or ethyl halide), a dialkyl sulfate (preferably a methyl or ethyl sulfate), methyl methanesulfonate, methyl paratoluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
  • an alkylating agent such as an alkyl halide (preferably a methyl or ethyl halide), a dialky
  • composition according to the invention may contain, for example, a mixture of quaternary ammonium monoester, diester and triester salts with a weight majority of diester salts.
  • ammonium salts containing at least one ester function that are described in patents US-A-4 874 554 and US-A-4 137 180.
  • Use may be made of behenoylhydroxypropyltrimethylammonium chloride sold by KAO under the name Quatarmin BTC 131 .
  • the ammonium salts containing at least one ester function contain two ester functions.
  • quaternary ammonium salts containing at least one ester function that may be used, it is preferred to use dipalmitoylethylhydroxyethylmethylammonium salts.
  • fatty amine means a compound comprising at least one optionally (poly)oxyalkylenated primary, secondary or tertiary amine function, or salts thereof and comprising at least one C6-C30 and preferably Cs-Cso hydrocarbon-based chain.
  • the fatty amines of use according to the invention are not (poly)oxyalkylenated.
  • Fatty amines that may be mentioned include amidoamines.
  • the amidoamines according to the invention may be chosen from fatty amidoamines, it being possible for the fatty chain to be borne by the amine group or by the amido group.
  • amidoamine means a compound comprising at least one amide function and at least one primary, secondary or tertiary amine function.
  • fatty amidoamine means an amidoamine comprising, in general, at least one Ce-Cso hydrocarbon-based chain.
  • the fatty amidoamines of use according to the invention are not quaternized.
  • the fatty amidoamines of use according to the invention are not (poly)oxyalkylenated.
  • - R represents a substituted or unsubstituted, linear or branched, saturated or unsaturated monovalent hydrocarbon-based radical containing from 5 to 29 carbon atoms, preferably from 7 to 23 carbon atoms, and in particular a linear or branched C5-C29 and preferably C7-C23 alkyl radical, or a linear or branched C5-C29 and preferably C7-C23 alkenyl radical;
  • - R represents a divalent hydrocarbon-based radical containing less than 6 carbon atoms, preferably from 2 to 4 carbon atoms and better still 3 carbon atoms; and - R’, which may be identical or different, represent a substituted or unsubstituted, saturated or unsaturated, linear or branched, monovalent hydrocarbon-based radical containing less than 6 carbon atoms, preferably from 1 to 4 carbon atoms, preferably a methyl radical.
  • the fatty amidoamines of formula (VI) are chosen, for example, from oleamidopropyldimethylamine, stearamidopropyldimethylamine, notably the product sold by the company Index Chemical Company under the name Lexamine S13, isostearamidopropyldimethylamine, stearamidoethyldimethylamine, lauramidopropyldimethylamine, myristamidopropyldimethylamine behenamidopropyldimethylamine, dilinoleamidopropyldimethylamine palmitamidopropyldimethylamine, ricinoleamindopropyldimethylamine soyamidopropyldimethylamine, avocadoamidopropyldimethylamine cocamidopropyldimethylamine, minkamidopropyldimethylamine oatamidopropyldimethylamine, sesamidopropyldimethylamine tallamidopropyl
  • the fatty amidoamines are chosen from oleamidopropyldimethylamine, stearamidopropyldimethylamine, brassicamidopropyldimethylamine and mixtures thereof.
  • the cationic surfactant(s) are preferably chosen from those of formula (II), those of formula (V), those of formula (VI), and mixtures thereof; better still from those of formula (II) and/or of formula (VI); even better still from those of formula (II).
  • the cationic surfactant(s) may be chosen from salts such as chlorides, bromides or methosulfates, of tetraalkylammonium, for instance dialkyldimethylammonium or alkyltrimethylammonium salts in which the alkyl group includes from about 12 to 22 carbon atoms, in particular behenyltrimethylammonium, distearyldimethylammonium, cetyltrimethylammonium or benzyldimethylstearylammonium salts; dipalmitoylethylhydroxyethylmethylammonium salts such as dipalmitoylethylhydroxyethylmethylammonium methosulfate; and mixtures thereof.
  • salts such as chlorides, bromides or methosulfates, of tetraalkylammonium, for instance dialkyldimethylammonium or alkyltrimethylammonium salts in which the alkyl group includes from about 12 to 22 carbon atom
  • cetyltrimethylammonium chloride cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, dipalmitoylethylhydroxyethylmethylammonium methosulfate, and mixtures thereof.
  • the total content of cationic surfactant(s) in the composition according to the invention preferably ranges from 0.1 % to 10% by weight, notably from 0.2% to 8% by weight, better still from 0.3% to 7% by weight, even better still from 0.5% to 5% by weight, relative to the total weight of the composition.
  • the ratio by weight of the total content of cationic surfactant(s) to the total content of compounds of amino acid type is greater than or equal to 1 .
  • composition according to the invention may optionally comprise one or more cationic polymers.
  • cationic polymer denotes any non-silicone (not comprising any silicon atoms) polymer containing cationic groups and/or groups that can be ionized into cationic groups and not containing any anionic groups and/or groups that can be ionized into anionic groups.
  • the cationic polymers that may be employed preferably have a cationic charge density of less than or equal to 5 milliequivalents/gram (meq/g), better still of less than or equal to 4 meq/g.
  • the cationic charge density of a polymer corresponds to the number of moles of cationic charges per unit mass of polymer under the conditions where the latter is completely ionized. It may be determined by calculation if the structure of the polymer is known, i.e. the structure of the monomers constituting the polymer and their molar proportion or weight proportion. It may also be determined experimentally by the Kjeldahl method.
  • the cationic polymers that may be used preferably have a weight-average molar mass (Mw) of between 500 and 5x10 6 approximately and preferably between 10 3 and 3x10 6 approximately.
  • the cationic polymers that may be employed are preferably non-associative.
  • - Fte which may be identical or different, denote a hydrogen atom or a CH3 radical
  • - A which may be identical or different, represent a linear or branched divalent alkyl group of 1 to 6 carbon atoms, preferably 2 or 3 carbon atoms, or a hydroxyalkyl group of 1 to 4 carbon atoms;
  • R - F , Rs and Re which may be identical or different, represent an alkyl group containing from 1 to 18 carbon atoms or a benzyl radical, preferably an alkyl group containing from 1 to 6 carbon atoms;
  • Ri and R2 which may be identical or different, represent a hydrogen atom or an alkyl group containing from 1 to 6 carbon atoms, preferably methyl or ethyl;
  • - X denotes an anion derived from a mineral or organic acid, such as a methosulfate anion or a halide such as chloride or bromide.
  • the copolymers of family (1 ) may also contain one or more units derived from comonomers that may be chosen from the family of acrylamides, methacrylamides, diacetone acrylamides, acrylamides and methacrylamides substituted on the nitrogen with lower (C1 -C4) alkyls, acrylic or methacrylic acid esters, vinyllactams such as vinylpyrrolidone or vinylcaprolactam, and vinyl esters.
  • crosslinked polymers of methacryloyloxy(C1 -C4)alkyltri (C1 - C4)alkylammonium salts such as the polymers obtained by homopolymerization of dimethylaminoethyl methacrylate quaternized with methyl chloride, or by copolymerization of acrylamide with dimethylaminoethyl methacrylate quaternized with methyl chloride, the homopolymerization or copolymerization being followed by crosslinking with an olefinically unsaturated compound, in particular methylenebisacrylamide.
  • Use may be made more particularly of a crosslinked acrylamide/methacryloyloxyethyltrimethylammonium chloride copolymer (20/80 by weight) in the form of a dispersion comprising 50% by weight of said copolymer in mineral oil.
  • This dispersion is sold under the name Salcare® SC 92 by the company Ciba.
  • Use may also be made of a crosslinked methacryloyloxyethyltrimethylammonium chloride homopolymer comprising approximately 50% by weight of the homopolymer in mineral oil or in a liquid ester. These dispersions are sold under the names Salcare® SC 95 and Salcare® SC 96 by the company Ciba.
  • cationic polysaccharides notably cationic celluloses and galactomannan gums.
  • cationic polysaccharides mention may be made more particularly of cellulose ether derivatives including quaternary ammonium groups, cationic cellulose copolymers or cellulose derivatives grafted with a water-soluble quaternary ammonium monomer and cationic galactomannan gums.
  • cellulose ether derivatives including quaternary ammonium groups are notably described in FR 1 492 597; they are also defined in the CTFA dictionary as quaternary ammoniums of hydroxyethylcellulose that has reacted with an epoxide substituted with a trimethylammonium group.
  • Ucare Polymer JR JR 400 LT, JR 125 and JR 30M
  • LR LR 400 and LR 30M
  • Cationic cellulose copolymers and cellulose derivatives grafted with a water-soluble quaternary ammonium monomer are described notably in patent US 4 131 576; mention may be made of hydroxyalkyl celluloses, for instance hydroxymethyl, hydroxyethyl or hydroxypropyl celluloses notably grafted with a methacryloylethyltrimethylammonium, methacrylamidopropyltrimethylammonium or dimethyldiallylammonium salt.
  • a particularly preferred cationic cellulose that may notably be mentioned is the polymer having the INCI name Polyquaternium-10.
  • the cationic galactomannan gums are notably described in patents US 3 589 578 and US 4 031 307; mention may be made of cationic guar gums, notably those comprising cationic trialkylammonium groups, notably trimethylammonium. Mention may thus be made of guar gums modified with a 2,3- epoxypropyltrimethylammonium salt (for example a chloride). Preferably, 2% to 30% by number of the hydroxyl functions of the guar gums bear cationic trialkylammonium groups. Even more preferentially, 5% to 20% by number of the hydroxyl functions of these guar gums are branched with cationic trialkylammonium groups.
  • trialkylammonium groups mention may most particularly be made of the trimethylammonium and triethylammonium groups. Even more preferentially, these groups represent from 5% to 20% by weight relative to the total weight of the modified guar gum. According to the invention, guar gums modified with 2,3-epoxypropyltrimethylammonium chloride may be used.
  • polyaminoamide derivatives resulting from the condensation of polyalkylene polyamines with polycarboxylic acids followed by alkylation with difunctional agents Mention may be made, for example, of adipic acid/dialkylaminohydroxyalkyldialkylenetriamine polymers in which the alkyl radical includes from 1 to 4 carbon atoms and preferably denotes methyl, ethyl or propyl.
  • the alkyl radical includes from 1 to 4 carbon atoms and preferably denotes methyl, ethyl or propyl.
  • Polymers of this type are sold in particular under the name Hercosett 57 by the company Hercules Inc. or under the name PD 170 or Delsette 101 by the company Hercules in the case of the adipic acid/epoxy-propyl/diethylenetriamine copolymer.
  • cyclopolymers of alkyldiallylamine or of dialkyldiallylammonium such as the homopolymers or copolymers including, as main constituent of the chain, units corresponding to formula (I) or (II): in which
  • - Ri2 denotes a hydrogen atom or a methyl radical
  • R10 and Rn independently of each other, denote a Ci-Ce alkyl group, a C1-C5 hydroxyalkyl group, a C1-C4 amidoalkyl group; or alternatively R10 and Rn may denote, together with the nitrogen atom to which they are attached, a heterocyclic group such as piperidinyl or morpholinyl; R10 and R11, independently of each other, preferably denote a C1-C4 alkyl group;
  • - Y is an anion such as bromide, chloride, acetate, borate, citrate, tartrate, bisulfate, bisulfite, sulfate or phosphate.
  • R13, R14, R15 and R16 which may be identical or different, represent aliphatic, alicyclic or arylaliphatic radicals comprising from 1 to 20 carbon atoms or C1-C12 hydroxyalkyl aliphatic radicals; or else R13, R14, R15 and R16, together or separately, form, with the nitrogen atoms to which they are attached, heterocycles optionally comprising a second non- nitrogen heteroatom; or else R13, R14, R15 and R16 represent a linear or branched Ci-Ce alkyl radical substituted with a nitrile, ester, acyl, amide or -CO-O-R17-D or -CO-NH-R17-D group, where R17 is an alkylene and D is a quaternary ammonium group;
  • A1 and B1 represent linear or branched, saturated or unsaturated, divalent polymethylene groups comprising from 2 to 20 carbon atoms, which may contain, linked to or intercalated in the main chain, one or more aromatic rings or one or more oxygen or sulfur atoms or sulfoxide, sulfone, disulfide, amino, alkylamino, hydroxyl, quaternary ammonium, ureido, amide or ester groups, and
  • - X- denotes an anion derived from a mineral or organic acid; it being understood that A1, R13 and R15 can form, with the two nitrogen atoms to which they are attached, a piperazine ring; in addition, if A1 denotes a linear or branched, saturated or unsaturated alkylene or hydroxyalkylene radical, B1 may also denote a group (CH2)n-CO-D-OC-(CH2)p- with n and p, which may be identical or different, being integers ranging from 2 to 20, and D denoting: a) a glycol residue of formula -O-Z-O-, in which Z denotes a linear or branched hydrocarbon-based radical or a group corresponding to one of the following formulae: -(CH2CH2O)x-CH2CH2- and -[CH2CH(CH3)O]y-CH2CH(CH3)- , in which x and y denote an integer from 1 to 4, representing a defined and unique
  • X- is an anion, such as chloride or bromide.
  • Mn number-average molar mass
  • R1 , R2, R3 and R4 which may be identical or different, denote an alkyl or hydroxyalkyl radical containing from 1 to 4 carbon atoms, n and p are integers ranging from 2 to 20, and X- is an anion derived from a mineral or organic acid.
  • R18, R19, R20 and R21 which may be identical or different, represent a hydrogen atom or a methyl, ethyl, propyl, [3-hydroxyethyl, [3-hydroxypropyl or - CH2CH2(OCH2CH2) P OH radical, in which p is equal to 0 or to an integer between 1 and 6, with the proviso that R , R19, R20 and R21 do not simultaneously represent a hydrogen atom,
  • - r and s which may be identical or different, are integers between 1 and 6,
  • X- denotes an anion such as a halide
  • - A denotes a divalent dihalide radical or preferably represents -CH2-CH2-O-CH2- CH2-.
  • Mirapol® A 15 Mirapol® AD1 , Mirapol® AZ1 and Mirapol® 175 sold by the company MiranoL
  • polyamines such as Polyquart® H sold by Cognis, which is referenced under the name Polyethylene Glycol (15) Tallow Polyamine in the CTFA dictionary;
  • these polymers may be notably chosen from homopolymers or copolymers including one or more units derived from vinylamine and optionally one or more units derived from vinylformamide.
  • these cationic polymers are chosen from polymers including, in their structure, from 5 mol% to 100 mol% of units corresponding to formula (A) and from 0 to 95 mol% of units corresponding to formula (B), preferentially from 10 mol% to 100 mol% of units corresponding to formula (A) and from 0 to 90 mol% of units corresponding to formula (B).
  • These polymers may be obtained, for example, by partial hydrolysis of polyvinylformamide. This hydrolysis may take place in acidic or basic medium.
  • the weight-average molecular mass of said polymer measured by light scattering, may range from 1000 to 3 000 000 g/mol, preferably from 10 000 to 1 000 000 and more particularly from 100 000 to 500 000 g/mol.
  • the polymers including units of formula (A) and optionally units of formula (B) are notably sold under the name Lupamin by the company BASF, for instance, in a nonlimiting manner, the products sold under the names Lupamin 9095, Lupamin 5095, Lupamin 1095, Lupamin 9030 (or Luviquat 9030) and Lupamin 9010.
  • the cationic polymers that may be employed in the context of the invention are chosen, alone or as a mixture, from cationic polysaccharides, notably cationic celluloses, such as Polyquaternium-10; cationic galactomannan gums, notably cationic guar gums; and also mixtures thereof.
  • the composition according to the invention may comprise the cationic polymer(s) in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition.
  • the composition according to the invention may comprise the cationic polysaccharide(s) in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition.
  • composition according to the invention may optionally comprise one or more nonionic polysaccharides.
  • the nonionic polysaccharides are preferably chosen, alone or as a mixture, from celluloses, starches, galactomannans and their nonionic derivatives, notably their ethers or esters. These polymers may be physically or chemically modified. Mention may be made, as physical treatment, of the temperature and mention may be made, as chemical treatment, of esterification, etherification, amidation and oxidation reactions, in so far as these treatments make it possible to give polymers that are nonionic.
  • nonionic guar gums which can be modified with (poly)hydroxy(Ci-C6)alkyl groups, notably hydroxymethyl, hydroxyethyl, hydroxypropyl and hydroxybutyl groups.
  • guar gums are well known from the prior art and may be prepared, for example, by reacting corresponding alkene oxides, for instance propylene oxides, with the guar gum so as to obtain a guar gum modified with hydroxypropyl groups.
  • the degree of hydroxyalkylation preferably ranges from 0.4 to 1 .2 and corresponds to the number of alkylene oxide molecules consumed by the number of free hydroxyl functions present on the guar gum.
  • nonionic guar gums optionally modified with hydroxyalkyl groups are, for example, sold under the trade names Jaguar HP8, Jaguar HP60, Jaguar HP120, Jaguar HP105 SGI and Jaguar HP8 SGI by the company Rhodia Chimie.
  • the botanical origin of the starch molecules that may be used in the present invention may be cereals or tubers.
  • the starches are chosen, for example, from corn starch, rice starch, cassava starch, barley starch, potato starch, wheat starch, sorghum starch and pea starch.
  • the starches may be chemically or physically modified, notably by one or more of the following reactions: pregelatinization, oxidation, crosslinking, esterification, etherification, amidation, heat treatments.
  • the starch molecules may be derived from any plant source of starch, in particular such as corn, potato, oat, rice, tapioca, sorghum, barley or wheat. It is also possible to use hydrolysates of the starches mentioned above.
  • the starch is preferably derived from potato.
  • the nonionic polysaccharides may also be cellulose-based polymers not including a C10-C30 fatty chain in their structure.
  • cellulose-based refers to any polysaccharide compound bearing in its structure sequences of glucose residues linked together by (3-1 ,4 bonds; the cellulose-based polymers may be unsubstituted celluloses, and/or derivatives of nonionic celluloses.
  • the cellulose-based polymers that may be used according to the invention may be chosen from unsubstituted celluloses, including those in a microcrystalline form, and cellulose ethers.
  • unsubstituted celluloses including those in a microcrystalline form
  • cellulose ethers include those in a microcrystalline form
  • cellulose ethers include those in a microcrystalline form
  • cellulose ethers include those in a microcrystalline form
  • cellulose ethers include those in a microcrystalline form
  • cellulose ethers include those in a microcrystalline form
  • cellulose ethers include those in a microcrystalline form
  • cellulose ethers include those in a microcrystalline form
  • cellulose ethers include those in a microcrystalline form
  • cellulose ethers include those in a microcrystalline form
  • cellulose ethers include those in a microcrystalline form
  • cellulose ethers include those in a microcrystalline form
  • cellulose ethers include those in a microcrystalline form
  • cellulose ethers include those in
  • nonionic cellulose ethers that may be mentioned are (Ci- C4)alkylcelluloses, such as methylcelluloses and ethylcelluloses (for example Ethocel Standard 100 Premium from Dow Chemical); (poly)hydroxy(Ci- C4)alkylcelluloses, such as hydroxymethylcelluloses, hydroxyethylcelluloses (for example Natrosol 250 HHR sold by Aquaion) and hydroxypropylcelluloses (for example Klucel EF from Aquaion); mixed (poly)hydroxy(Ci-C4)alkyl(Ci- C4)alkylcelluloses, such as hydroxypropylmethylcelluloses (for example Methocel E4M from Dow Chemical), hydroxyethylmethylcelluloses, hydroxyethylethylcelluloses (for example Bermocoll E 481 FQ from Akzo Nobel) and hydroxybutylmethylcelluloses.
  • Ci- C4alkylcelluloses such as methylcelluloses and ethylcelluloses (for example Eth
  • the nonionic polysaccharides are chosen, alone or as a mixture, from celluloses, galactomannans and their nonionic derivatives, notably their ethers; and better still, alone or as a mixture, from nonionic guar gums optionally modified with (poly)hydroxy(Ci-C6)alkyl, in particular hydroxypropyl, groups; and/or celluloses, which are substituted or substituted, and cellulose ethers, such as (C-i- C4)alkylcelluloses and (poly)hydroxy(Ci-C4)alkylcelluloses.
  • the nonionic polysaccharides are chosen, alone or as a mixture, from nonionic guar gums optionally modified with (poly)hydroxy(Ci-C6)alkyl, notably hydroxypropyl (INCI name: Hydroxypropyl Guar), groups.
  • the composition according to the invention may comprise the nonionic polysaccharide(s) in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition.
  • the composition according to the invention may comprise the nonionic polysaccharide(s) chosen from celluloses, galactomannans and their nonionic derivatives, notably their ethers, and mixtures thereof, in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition.
  • the composition according to the invention may comprise one or more cationic polymers and one or more nonionic polysaccharides; notably one or more cationic polysaccharides and one or more nonionic polysaccharides; better still one or more cationic polysaccharides chosen from cationic guar gums and cationic celluloses, and one or more nonionic guar gums.
  • composition according to the invention may optionally comprise one or more nonionic surfactants.
  • nonionic surfactants examples include the following compounds, alone or as a mixture:
  • oxyalkylenated alkyl (poly)glycosides (0 to 10 oxyalkylene units) which may comprise from 1 to 15 glucose units;
  • the oxyalkylene units are more particularly oxyethylene or oxypropylene units, or a combination thereof, preferably oxyethylene units.
  • the number of moles of ethylene oxide and/or propylene oxide preferably ranges from 1 to 250, more particularly from 2 to 100 and better still from 2 to 50; the number of moles of glycerol ranges notably from 1 to 50 and better still from 1 to 10.
  • nonionic surfactants according to the invention do not comprise any oxypropylene units.
  • they comprise a number of moles of ethylene oxide ranging from 1 to 250, notably from 2 to 100 and better still from 2 to 50.
  • glycerolated nonionic surfactants use is preferably made of monoglycerolated or polyglycerolated Cs to C40 alcohols, comprising from 1 to 50 mol of glycerol and preferably from 1 to 10 mol of glycerol.
  • lauryl alcohol containing 4 mol of glycerol (INCI name: Polyglyceryl-4 Lauryl Ether), lauryl alcohol containing 1.5 mol of glycerol, oleyl alcohol containing 4 mol of glycerol (INCI name: Polyglyceryl-4 Oleyl Ether), oleyl alcohol containing 2 mol of glycerol (INCI name: Polyglyceryl-2 Oleyl Ether), cetearyl alcohol containing 2 mol of glycerol, cetearyl alcohol containing 6 mol of glycerol, oleyl/cetyl alcohol containing 6 mol of glycerol, and octadecanol containing 6 mol of glycerol.
  • glycerolated alcohols it is more particularly preferred to use the Cs to C10 alcohol containing 1 mol of glycerol, the C10 to C12 alcohol containing 1 mol of glycerol and the C12 alcohol containing 1 .5 mol of glycerol.
  • Nonionic surfactants of alkyl (poly)glycoside type may notably be represented by the following general formula: R1 O-(R2O)t-(G)v in which:
  • - R1 represents a linear or branched alkyl or alkenyl radical including 6 to 24 carbon atoms and notably 8 to 18 carbon atoms, or an alkylphenyl radical of which the linear or branched alkyl radical includes 6 to 24 carbon atoms and notably 8 to 18 carbon atoms, - R2 represents an alkylene radical including 2 to 4 carbon atoms;
  • - G represents a sugar unit including 5 to 6 carbon atoms
  • - 1 denotes a value ranging from 0 to 10 and preferably from 0 to 4;
  • - v denotes a value ranging from 1 to 15 and preferably from 1 to 4.
  • alkyl(poly)glycoside surfactants are compounds of the formula described above in which:
  • R1 denotes a linear or branched, saturated or unsaturated alkyl radical including from 8 to 18 carbon atoms
  • R2 represents an alkylene radical including 2 to 4 carbon atoms
  • - 1 denotes a value ranging from 0 to 3 and preferably equal to 0,
  • - G denotes glucose, fructose or galactose, preferably glucose
  • the degree of polymerization i.e. the value of v, to range from 1 to 15 and preferably from 1 to 4; the mean degree of polymerization more particularly being between 1 and 2.
  • the glucoside bonds between the sugar units are generally of 1 -6 or 1 -4 type and preferably of 1 -4 type.
  • the alkyl(poly)glycoside surfactant is an alkyl(poly)glucoside surfactant.
  • C8/C16 alkyl (poly)glycosides of 1 -4 type notably as an aqueous 53% solution, such as those sold by Cognis under the reference Plantacare® 818 UP.
  • nonionic surfactant(s) used in the composition according to the invention are preferentially chosen, alone or as a mixture, from:
  • - saturated or unsaturated, linear or branched, oxyethylenated Cs to C40 alcohols comprising from 1 to 100 mol of ethylene oxide, preferably from 2 to 50 and more particularly from 2 to 40 mol of ethylene oxide and preferably including one or two fatty chains;
  • - monoglycerolated or polyglycerolated Cs to C40 alcohols comprising from 1 to 50 mol of glycerol and preferably from 1 to 10 mol of glycerol;
  • nonionic surfactant(s) used in the composition according to the invention are chosen, alone or as a mixture, from:
  • - saturated or unsaturated, linear or branched, oxyethylenated Cs to C40 alcohols comprising from 1 to 100 mol of ethylene oxide, preferably from 2 to 50 and more particularly from 2 to 40 mol of ethylene oxide and including one or two fatty chains, notably at least one C8-C20, notably C10-C18, alkyl chain,
  • the composition according to the invention comprises the nonionic surfactant(s) in a total content ranging from 0.05% to 10% by weight, preferably from 0.1 % to 5% by weight, preferentially from 0.2% to 3% by weight, relative to the total weight of the composition according to the invention.
  • composition according to the invention may optionally comprise one or more non-silicone fatty substances, which may be chosen from solid fatty substances, liquid fatty substances and mixtures thereof.
  • non-silicone fatty substance means a fatty substance not containing any Si-0 bonds.
  • solid fatty substance means a fatty substance having a melting point of greater than 25°C, preferably greater than or equal to 28°C, preferentially greater than or equal to 30°C, at atmospheric pressure (1.013 x 10 5 Pa).
  • the solid fatty substances that may be used in the present invention are neither (poly)oxyalkylenated nor (poly)glycerolated.
  • the solid fatty substances may be chosen from solid fatty acids, solid fatty alcohols, solid esters of fatty acids and/or of fatty alcohols, waxes and ceramides, and mixtures thereof.
  • fatty acid means a long-chain carboxylic acid comprising from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms.
  • the solid fatty acids according to the invention preferentially comprise from 10 to 30 carbon atoms and better still from 14 to 22 carbon atoms. These fatty acids are neither oxyalkylenated nor glycerolated.
  • the solid fatty acids that may be used in the present invention are notably chosen from myristic acid, cetylic acid, stearylic acid, palmitic acid, stearic acid, lauric acid, behenic acid, and mixtures thereof. Said fatty acids are different from the (poly)hydroxylated carboxylic acids comprising from 2 to 8 carbon atoms described previously.
  • fatty alcohol means a long-chain aliphatic alcohol comprising from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms, and comprising at least one hydroxyl group OH. These fatty alcohols are neither oxyalkylenated nor glycerolated.
  • the solid fatty alcohols may be saturated or unsaturated, and linear or branched, and include from 8 to 40 carbon atoms, preferably from 10 to 30 carbon atoms, better still from 12 to 30 carbon atoms.
  • the solid fatty alcohols have the structure R-OH with R denoting a linear alkyl group, optionally substituted with one or more hydroxyl groups, comprising from 8 to 40, preferentially from 10 to 30 carbon atoms, better still from 12 to 30, or even from 12 to 24 atoms and even better still from 14 to 22 carbon atoms.
  • the solid fatty alcohols that may be used are preferably chosen from saturated, and linear or branched, preferably linear and saturated, (mono)alcohols including from 8 to 40 carbon atoms, better still from 10 to 30, or even from 12 to 24 atoms and better still from 14 to 22 carbon atoms.
  • the solid fatty alcohols that may be used may be chosen, alone or as a mixture, from:
  • the solid fatty alcohol is chosen from cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, arachidyl alcohol, and mixtures thereof, such as cetylstearyl or cetearyl alcohol.
  • the solid fatty alcohol is chosen from cetyl alcohol, stearyl alcohol or their mixtures, such as cetylstearyl alcohol; better still, the solid fatty alcohol is cetylstearyl alcohol.
  • the solid esters of a fatty acid and/or of a fatty alcohol that may be used are preferably chosen from the esters resulting from C9-C26 fatty carboxylic acid and/or from C9-C26 fatty alcohol.
  • these solid fatty esters are esters of a linear or branched, saturated carboxylic acid including at least 10 carbon atoms, preferably from 10 to 30 carbon atoms and more particularly from 12 to 24 carbon atoms, and of a linear or branched, saturated monoalcohol, including at least 10 carbon atoms, preferably from 10 to 30 carbon atoms and more particularly from 12 to 24 carbon atoms.
  • the saturated carboxylic acids may optionally be hydroxylated, and are preferably monocarboxylic acids.
  • Esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1 -C22 alcohols and esters of monocarboxylic, dicarboxylic or tricarboxylic acids and of C2-C26 dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy alcohols may also be used.
  • the solid esters of a fatty acid and/or of a fatty alcohol are chosen from C9-C26 alkyl palmitates, notably myristyl, cetyl or stearyl palmitate; C9-C26 alkyl myristates, such as cetyl myristate, stearyl myristate and myristyl myristate; and C9- C26 alkyl stearates, notably myristyl, cetyl and stearyl stearate; and mixtures thereof.
  • the solid esters of a fatty acid and/or of a fatty alcohol are chosen from myristyl stearate, myristyl palmitate and mixtures thereof.
  • a wax is a lipophilic compound, which is solid at 25°C and atmospheric pressure, with a reversible solid/liquid change of state, having a melting point greater than about 40°C, which may be up to 200°C, and having in the solid state anisotropic crystal organization.
  • the size of the wax crystals is such that the crystals diffract and/or scatter light, giving the composition that comprises them a more or less opaque cloudy appearance.
  • the waxes that are suitable for use in the invention may be chosen from waxes of animal, plant or mineral origin, non-silicone synthetic waxes, and mixtures thereof.
  • hydrocarbon-based waxes for instance beeswax or modified beeswaxes (cera bellina), lanolin wax and lanolin derivatives, spermaceti; cork fiber or sugarcane waxes, olive tree
  • C20 to C60 microcrystalline waxes such as Microwax HW
  • waxes obtained by catalytic hydrogenation of animal or plant oils containing linear or branched C8-C32 fatty chains may also be made of the waxes obtained by catalytic hydrogenation of animal or plant oils containing linear or branched C8-C32 fatty chains.
  • isomerized jojoba oil such as transisomerized partially hydrogenated jojoba oil, notably the product manufactured or sold by the company Desert Whale under the commercial reference Iso-Jojoba-50®, hydrogenated sunflower oil, hydrogenated castor oil, hydrogenated coconut kernel oil, hydrogenated lanolin oil and bis(1 , 1 ,1 -trimethylolpropane) tetrastearate, notably the product sold under the name Hest 2T-4S® by the company Heterene.
  • the waxes obtained by hydrogenation of castor oil esterified with cetyl alcohol such as those sold under the names Phytowax Castor 16L64® and 22L73® by the company Sophim, may also be used.
  • a wax that may also be used is a C20 to C40 alkyl (hydroxystearyloxy)stearate (the alkyl group comprising from 20 to 40 carbon atoms), alone or as a mixture.
  • a wax is notably sold under the names Kester Wax K 82 P®, Hydroxypolyester K 82 P® and Kester Wax K 80 P® by the company Koster Keunen.
  • microwaxes in the compositions of the invention; mention may notably be made of carnauba microwaxes, such as the product sold under the name MicroCare 350® by the company Micro Powders, synthetic-wax microwaxes, such as the product sold under the name MicroEase 114S® by the company Micro Powders, microwaxes constituted of a mixture of carnauba wax and polyethylene wax, such as the products sold under the names Micro Care 300® and 310® by the company Micro Powders, microwaxes constituted of a mixture of carnauba wax and of synthetic wax, such as the product sold under the name Micro Care 325® by the company Micro Powders, polyethylene microwaxes, such as the products sold under the names Micropoly 200®, 220®, 220L® and 250S® by the company Micro Powders, and polytetrafluoroethylene microwaxes, such as the products sold under the names Microslip 519® and 519 L® by the company Micro Powders.
  • the waxes are preferably chosen from mineral waxes, for instance paraffin, petroleum jelly, lignite or ozokerite wax; plant waxes, for instance cocoa butter, shea butter or cork fibre or sugar cane waxes, olive tree wax, rice bran wax, hydrogenated jojoba wax, ouricury wax, carnauba wax, candelilla wax, esparto grass wax, or absolute waxes of flowers, such as the essential wax of blackcurrant blossom sold by the company Bertin (France); waxes of animal origin, for instance beeswaxes or modified beeswaxes (cera bellina), spermaceti, lanolin wax and lanolin derivatives; microcrystalline waxes; and mixtures thereof.
  • mineral waxes for instance paraffin, petroleum jelly, lignite or ozokerite wax
  • plant waxes for instance cocoa butter, shea butter or cork fibre or sugar cane waxes, olive tree wax, rice bran wax, hydrogenated jojoba wax
  • Ceramides, or ceramide analogues, such as glycoceramides, that may be used in the compositions according to the invention, are known; mention may in particular be made of ceramides of classes I, II, III and V according to the Dawning classification.
  • ceramides or analogues thereof that may be used preferably correspond to the following formula: in which:
  • R1 denotes a linear or branched, saturated or unsaturated alkyl group, derived from C14-C30 fatty acids, it being possible for this group to be substituted with a hydroxyl group in the alpha position, or a hydroxyl group in the omega position esterified with a saturated or unsaturated C16-C30 fatty acid;
  • R2 denotes a hydrogen atom or a (glycosyl)n group, a (galactosyl)m group or a sulfogalactosyl group, in which n is an integer ranging from 1 to 4 and m is an integer ranging from 1 to 8;
  • R3 denotes a C15-C26 hydrocarbon-based group which is saturated or unsaturated in the alpha position, it being possible for this group to be substituted with one or more C1 -C14 alkyl groups; it being understood that, in the case of natural ceramides or glycoceramides, R3 can also denote a C15-C26 a-hydroxyalkyl group, the hydroxyl group being optionally esterified with a C16-C30 a-hydroxy acid.
  • the ceramides that are more particularly preferred are the compounds for which R1 denotes a saturated or unsaturated alkyl derived from C16-C22 fatty acids; R2 denotes a hydrogen atom; and R3 denotes a saturated or unsaturated linear C15 group.
  • Ri denotes a saturated or unsaturated alkyl radical derived from C12-C22 fatty acids
  • R2 denotes a galactosyl or sulfogalactosyl radical
  • N-Oleoyldihydrosphingosine will preferably be used.
  • liquid fatty substances that may be used, mention may be made of liquid hydrocarbons, liquid fatty alcohols, liquid esters of fatty acids and/or fatty alcohols other than the triglycerides, oils of triglyceride type of plant or synthetic origin, mineral oils and mixtures thereof.
  • the liquid fatty substances have a melting point of less than or equal to 25°C, preferably of less than or equal to 20°C, at atmospheric pressure (1.013 x 10 5 Pa).
  • the liquid fatty substances are not (poly)oxyalkylenated.
  • the fatty alcohols, esters and acids more particularly contain at least one saturated or unsaturated, linear or branched hydrocarbon-based group comprising from 6 to 40 and better still from 8 to 30 carbon atoms, which is optionally substituted, in particular with one or more hydroxyl groups (in particular 1 to 4). If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
  • the liquid hydrocarbons may be Ce to C liquid hydrocarbons and be linear, branched or optionally cyclic; they are preferably chosen from Cs-C , notably C10- C14, alkanes. Examples that may be mentioned include hexane, cyclohexane, undecane, dodecane, isododecane, tridecane or isoparaffins, such as isohexadecane or isodecane, and mixtures thereof.
  • the liquid hydrocarbons may also be chosen from those comprising more than 16 carbon atoms, which may be linear or branched, of mineral or synthetic origin; mention may be made of liquid paraffins or liquid petroleum jelly, polydecenes, hydrogenated polyisobutene, such as Parleam®, and mixtures thereof.
  • the triglyceride oils of plant or synthetic origin may be chosen from liquid fatty acid triglycerides including from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, com oil, soybean oil, marrow oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, castor oil, avocado oil, caprylic/capric acid triglycerides, for instance those sold by the company Stearinerie Dubois or those sold under the names Miglyol® 810, 812 and 818 by the company Dynamit Nobel, jojoba oil and shea butter oil, and mixtures thereof.
  • liquid fatty acid triglycerides including from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, com oil
  • the liquid fatty alcohols may be chosen from linear or branched, saturated or unsaturated alcohols, preferably unsaturated or branched alcohols, including from 6 to 40 carbon atoms and preferably from 8 to 30 carbon atoms. Examples that may be mentioned include octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2- undecylpentadecanol, isostearyl alcohol, oleyl alcohol, linolenyl alcohol, ricinoleyl alcohol, undecylenyl alcohol and linoleyl alcohol, and mixtures thereof.
  • liquid esters of fatty acids and/or fatty alcohols other than the triglycerides mentioned above mention may notably be made of esters of saturated or unsaturated, linear Ci to C26 or branched C3 to C26, aliphatic mono- or polyacids and of saturated or unsaturated, linear Ci to C26 or branched C3 to C26, aliphatic mono- or polyalcohols, the total carbon number of the esters being greater than or equal to 6, more advantageously greater than or equal to 10.
  • At least one from among the alcohol and the acid from which the esters of the invention are derived is branched.
  • dihydroabietyl behenate octyldodecyl behenate; isocetyl behenate; isostearyl lactate; lauryl lactate; linoleyl lactate; oleyl lactate; isostearyl octanoate; isocetyl octanoate; octyl octanoate; decyl oleate; isocetyl isostearate; isocetyl laurate; isocetyl stearate; isodecyl octanoate; isodecyl oleate; isononyl isononanoate; isostearyl palmitate; methyl acetyl ricinoleate; octyl isononanoate; 2 -ethylhexyl isononate; octyldodecy
  • ethyl palmitate or isopropyl palmitate alkyl myristates, such as isopropyl or ethyl myristate, isocetyl stearate, 2-ethylhexyl isononanoate, isodecyl neopentanoate, isostearyl neopentanoate and mixtures thereof.
  • esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1 -C22 alcohols and esters of monocarboxylic, dicarboxylic or tricarboxylic acids and of C2-C26 dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy alcohols may also be used.
  • composition may also comprise, as fatty ester, sugar esters and diesters of C6 to C30 and preferably C12 to C22 fatty acids.
  • sugar esters refers to oxygen-bearing hydrocarbon-based compounds bearing several alcohol functions, with or without aldehyde or ketone functions, and which include at least 4 carbon atoms.
  • sugars may be monosaccharides, oligosaccharides or polysaccharides.
  • sugars examples include sucrose, glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, and derivatives thereof, notably alkyl derivatives, such as methyl derivatives, for instance methylglucose.
  • the sugar esters of fatty acids may be chosen notably from the group comprising the esters or mixtures of esters of sugars described above and of linear or branched, saturated or unsaturated C6 to C30 and preferably C12 to C22 fatty acids. If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
  • esters according to this variant may also be chosen from mono-, di-, tri- and tetraesters, polyesters, and mixtures thereof.
  • esters may be, for example, oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates, arachidonates or mixtures thereof notably such as the mixed oleo-palmitate, oleo-stearate and palmito-stearate esters.
  • monoesters and diesters and notably sucrose, glucose or methylglucose mono- or di-oleates, -stearates, -behenates, -oleopalmitates, -linoleates, -linolenates and -oleostearates, and mixtures thereof.
  • liquid ester of a monoacid and of a monoalcohol Preferably, use will be made of a liquid ester of a monoacid and of a monoalcohol.
  • the fatty substances are chosen from triglyceride oils of plant or synthetic origin, liquid esters of a fatty acid and/or a fatty alcohol other than triglycerides, liquid Ce-Ci8 hydrocarbons, solid fatty alcohols, solid esters of fatty acids and/or of fatty alcohols, and mixtures thereof.
  • the composition according to the invention may comprise the fatty substance(s) in a total amount ranging from 0.1 % to 20% by weight, better still from 1 % to 18% by weight, preferentially from 2% to 15% by weight, even better still from 5% to 12% by weight, relative to the total weight of the composition.
  • composition according to the invention advantageously comprises water, notably in a concentration preferably ranging from 50% to 95% by weight, for example from 55% to 90% by weight, notably from 60% to 85% by weight, better still from 65% to 85% by weight, relative to the total weight of the composition.
  • the pH of the composition may be between 2.5 and 8, preferentially between 3 and 7, or even between 4 and 6.
  • composition according to the invention may optionally comprise one or more preferably hydrophilic (water-soluble or water-miscible) organic solvents which are liquid at 25°C, 1 atm, which may be chosen from Ci-Ce aliphatic or aromatic monoalcohols, C2-C8 polyols and C3-C7 polyol ethers.
  • organic solvent is chosen from C2-C4 mono-, di- or tri-diols. It may advantageously be chosen from ethanol, isopropanol, benzyl alcohol, glycerol, 1 ,2-propanediol (propylene glycol) and mixtures thereof.
  • composition according to the invention may also comprise at least one or more standard cosmetic ingredients notably chosen from thickeners, gelling agents, which are both different from the polymers mentioned previously; sunscreens; antidandruff agents; antioxidants; chelating agents; reducing agents; oxidation bases, couplers, oxidizing agents, direct dyes; hair-straightening agents; nacreous agents and opacifiers; micas, nacres, glitter flakes; plasticizers or coalescers; pigments; fillers; fragrances; basifying or acidifying agents; silanes.
  • sunscreens notably chosen from thickeners, gelling agents, which are both different from the polymers mentioned previously
  • sunscreens antidandruff agents
  • antioxidants antioxidants
  • chelating agents reducing agents; oxidation bases, couplers, oxidizing agents, direct dyes; hair-straightening agents; nacreous agents and opacifiers; micas, nacres, glitter flakes; plasticizers or coalescers; pigments; fillers
  • composition according to the invention can in addition advantageously comprise one or more silicone polymers derived from an amino acid, notably of following formula (A1 ) or (A2):
  • - n is an integer of between 1 and 100, preferably between 1 and 50, more preferentially between 1 and 20, better still between 1 and 10, even better still between 1 and 5, even better still between 1 and 3,
  • - Ri is a polypeptide chain derived from an amino acid such as cysteine.
  • the silicone polymer(s) derived from an amino acid correspond to formula (A1 ) in which R1 is a hydrolysed plant protein residue.
  • the silicone polymer(s) derived from an amino acid can be present in the composition according to the invention at a content which can range from 0.1 % to 2% by weight, notably from 0.2% to 1 % by weight, relative to the total weight of the composition.
  • the silicone polymer(s) derived from an amino acid of formula (A1 ) in which R1 is a hydrolysed plant protein residue can be present in the composition according to the invention at a content which can range from 0.1 % to 2% by weight, notably from 0.2% to 1 % by weight, relative to the total weight of the composition.
  • the cosmetic composition preferably hair composition, may comprise:
  • R represents a hydrogen atom or a saturated, linear or branched, (Ci-C4)alkyl group, optionally interrupted with a -S- heteroatom and/or optionally substituted with one or two groups chosen from hydroxyl, amino or -NH- C(NH)-NH2; better still, R represents a hydrogen atom; preferably present in a total content of at least 0.5% by weight, relative to the total weight of the composition, notably from 0.5% to 10% by weight, notably from 0.7% to 8% by weight, better still from 0.8% to 7% by weight, relative to the total weight of the composition;
  • hydroxylated (poly)carboxylic acids comprising from 4 to 6 carbon atoms, from 1 to 3 OH groups and 2 or 3 COOH groups, and/or salts thereof, preferably present in a total content of at least 0.5% by weight, relative to the total weight of the composition, better still from 0.5% to 10% by weight, notably from 1 % to 8% by weight, better still from 1 .5% to 6% by weight;
  • one or more silicones preferably chosen from amino silicones, non-amino silicones, and mixtures thereof; preferably present in a total content ranging from 0.5% to 5% by weight, preferentially from 0.6% to 3% by weight and more preferentially from 0.7% to 2.5% by weight, relative to the total weight of the composition;
  • cationic surfactants preferably chosen from those of formula (II) above, those of formula (V) above, and mixtures thereof, better still from those of formula (II) above; preferably present in a total amount ranging from 0.1 % to 10% by weight, better still from 0.2% to 8% by weight, preferentially from 0.3% to 7% by weight, even better still from 0.5% to 5% by weight, relative to the total weight of the composition;
  • cationic polysaccharides notably chosen from cationic celluloses and/or galactomannan gums; preferably present in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition;
  • nonionic polysaccharides notably chosen, alone or as a mixture, from nonionic guar gums optionally modified with (poly)hydroxy(Ci-C6)alkyl groups; preferably present in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition;
  • nonionic surfactants preferably present in a total content ranging from 0.05% to 10% by weight, preferably from 0.1 % to 5% by weight, preferentially from 0.2% to 3% by weight, relative to the total weight of the composition according to the invention.
  • the cosmetic composition according to the invention notably finds a particularly advantageous application in the field of haircare, notably for cleansing and/or conditioning the hair.
  • the hair compositions are preferably lotions, masks or conditioners, but may also be in the form of a shampoo, notably a conditioning shampoo, that can be rinsed off; or else in the form of a pre-shampoo to be rinsed off or left on before applying a shampoo.
  • the cosmetic composition may or may not be rinsed off after having been applied to the keratin materials, notably the hair. Rinsing can thus optionally be carried out for example with water after a possible leave-on time. It is preferably rinsed off after a possible leave-on time.
  • the subject of the invention is also a cosmetic treatment process, notably a hair treatment process, in particular for washing and/or conditioning keratin fibres, notably the hair, comprising the application to said fibres of a cosmetic composition according to the invention, preferably followed by rinsing after a possible leave-on time.
  • a cosmetic treatment process notably a hair treatment process, in particular for washing and/or conditioning keratin fibres, notably the hair, comprising the application to said fibres of a cosmetic composition according to the invention, preferably followed by rinsing after a possible leave-on time.
  • Said process may also comprise at least two successive steps of applying a composition as defined above to the hair, in particular to hair which has been sensitized, weakened and/or damaged; this is then referred to as a multi-application process.
  • a subject of the invention is also the use of the cosmetic composition according to the invention for strengthening hair which has notably been sensitized, weakened and/or damaged; and/or for limiting the loss of sheen of hair which has notably been sensitized, weakened and/or damaged.
  • a subject of the invention is also a process for the cosmetic treatment of the hair, notably hair which has been sensitized, weakened and/or damaged, comprising:
  • step (i) of washing the hair comprising the application of a washing cosmetic composition A comprising one or more anionic and/or amphoteric surfactants, followed by
  • step (ii) of application to the hair of a cosmetic composition B as defined according to the present invention followed by
  • step (iii) of conditioning the hair comprising the application of a cosmetic care composition C comprising one or more conditioning agents chosen from cationic surfactants, cationic polymers, silicones, fatty substances and mixtures thereof.
  • Step (i) of washing the hair may or may not be followed by a leave-on time, for example of 1 to 15 minutes, notably 2 to 5 minutes.
  • This step may or may not be followed by a rinsing step, for example with water, before step (ii) is performed.
  • step (i) is followed by a rinsing step, after a possible leave-on time of 1 -15 minutes.
  • the process according to the invention thus preferably comprises an intermediate rinsing step between steps (i) and (ii).
  • Step (ii) of application to the hair of a cosmetic composition according to the invention may or may not be followed by a leave-on time, for example of 1 to 15 minutes, notably 2 to 5 minutes.
  • This step may or may not be followed by a rinsing step, for example with water, before step (iii) is performed.
  • step (ii) is not followed by a rinsing step before step (iii) is performed.
  • Step (iii) of conditioning the hair may or may not be followed by a leave-on time, for example of 1 to 15 minutes, notably 2 to 5 minutes.
  • This step may or may not be followed by a rinsing step, for example with water.
  • a rinsing step for example with water.
  • said step (iii) is followed by a rinsing step, after a possible leave-on time of 1 -15 minutes; and optionally by a drying step.
  • Steps (i), (ii) and (iii) are performed successively, or sequentially, which means that step (i) comes before step (ii), which itself comes before step (iii); intermediate steps, for example leave-on and/or rinsing and/or drying steps, may be present between each of these steps.
  • steps (i) and (ii) are spaced apart by a maximum of one hour, better still 1 to 50 minutes, or even 5 to 45 minutes.
  • steps (ii) and (iii) are spaced apart by a maximum of one hour, better still 1 to 50 minutes, or even 5 to 45 minutes.
  • a subject of the invention is also a process for the cosmetic treatment of the hair, notably hair which has been sensitized, weakened and/or damaged, comprising at least two successive steps of applying a cosmetic composition as defined according to the invention.
  • the composition is applied to the hair several times successively, that is to say that the steps of applying the composition according to the invention are performed one after the other with or without an intermediate rinsing step.
  • the process according to the invention involves a step of rinsing the hair at least between two successive steps of applying the composition.
  • the leave-on time of the composition according to the invention on the hair can vary between several seconds (10 seconds for example) and several minutes (5 to 60 minutes for example), preferably between 1 and 30 minutes, better still between 2 and 15 minutes.
  • the application to the hair may be performed for example by means of a comb, a fine brush, with the aid of a coarse brush or with the fingers.
  • the hair may be rinsed and/or may be dried.
  • the rinsing may be performed with water or a shampoo, after a possible leave-on time.
  • the hair can then be squeezed dry, optionally washed using a standard shampoo and then dried.
  • the rinsing step may also be followed by a drying step, for example at room temperature (25°C) or at a temperature greater than 40°C.
  • a drying step for example at room temperature (25°C) or at a temperature greater than 40°C.
  • the hair is dried, in addition to a supply of heat, with a flow of air.
  • a mechanical action may be exerted on the locks, such as combing, brushing, or running the fingers through.
  • the drying step of the process of the invention may be performed with a hood, a hairdryer or a straightening iron.
  • the drying temperature is between 40°C and 1 1 C C, preferably between 50°C and 90°C.
  • the drying temperature is between 1 10°C and 220°C, preferably between 130°C and 200°C.
  • the hair treatment process according to the invention may comprise more than two successive steps of applying the composition as defined above to the hair, for example at least 3 successive steps, or even at least 4 successive steps. These successive applications may also be performed over several weeks, or even several months.
  • the time between each application step may advantageously be between 1 day and several days, for example 1 day to 7 days, which corresponds to a weekly application of the composition, or between 2 and 4 days, which corresponds to a twice-weekly application of the composition.
  • compositions according to the invention were prepared from the ingredients shown in the tables below (g% AM):
  • Composition A is in the form of a cream and may advantageously be used as a mask before shampooing or after shampooing.
  • This composition may be used for disentangling of the hair, with the addition of care and strength (body and mass effect).
  • the composition also has strengthening properties.
  • Composition B is in the form of a lotion and may advantageously be used, without rinsing, before shampooing or after shampooing and before using a mask or a hair conditioner without rinsing. This composition may be used for disentangling of the hair, with the addition of care and strength (body and mass effect).
  • Example 2 The composition also has strengthening properties.
  • Example 2 The composition also has strengthening properties.
  • composition C according to the invention and comparative composition C’ were prepared from the ingredients shown in the tables below (g% AM):
  • Composition C is in the form of a cream which may advantageously be used as a mask after shampooing and be rinsed off after a leave-on time of several minutes. This composition may be used for disentangling of the hair, with the addition of care and strength (body and mass effect).
  • the composition also has strengthening properties for the hair.
  • the strengthening is measured using the DSC technique.
  • the measurements are performed on locks that have previously been bleached manually and then treated five times according to the following protocol: the lock is washed with a neutral shampoo, then rinsed, 2 g of the composition to be tested are applied to each 5.7 g lock of hair, the treatment is left on for 5 minutes, then rinsed again.
  • the differential scanning calorimetry (DSC) technique is known to those skilled in the art as a method for quantifying the strengthening of proteins in the cortex of keratin fibres (Kinetics of the changes imparted to the main structural components of human hair by thermal treatment, https://doi.Org/10.1016/j.tca.2O18.01 .014 & F.- J. Wortmann and H. Deutz, J. AppL Polym Sci., 48, 137 (1993).
  • the principle of the test is to measure the protein denaturing temperature. It is widely acknowledged that the higher the protein denaturing temperature, the better the integrity of the proteins of the cortex, which reflects the reduction in fibre breakage.
  • the denaturing temperature is directly linked to the bonding density of the keratin proteins present in the cortex.
  • the lower the denaturing temperature the lower the bonding density between the proteins: the disulfide bridges break and the cortex is damaged.
  • a difference of 2°C is acknowledged by those skilled in the art as a significant modification.
  • the machine used for taking the measurements is a TA Instruments DSC Q20 reference instrument. This machine measures the energy flow during heating of the sample. The temperature of maximum energy flow represents the denaturing temperature.
  • composition according to the invention increases the bonding density of the keratin proteins presents in the cortex of the treated hair, thus enabling repair of the damaged hair.
  • the denaturing temperature for the locks treated according to the present invention is better than that measured for natural, undamaged hair, thus demonstrating that the hair has been repaired.
  • compositions (A1 according to the invention and A2 comparative) were prepared from the ingredients shown in the table below (g% AM):
  • compositions A1 or A2 are applied to hair locks (moderately sensitized hair, SA20 type) weighing 5.4 g, previously washed with a classic shampoo (DOP), at the rate of 2.5 g of composition for 5.4 g of lock; the locks are kneaded 5 times.
  • hair locks moderately sensitized hair, SA20 type
  • DOP classic shampoo
  • the locks are rinsed with water (21 passages between the fingers), wrung out (5 passages between the fingers), dried with a hair dryer then disentangled in order to be evaluated.
  • the evaluation is tactile: the expert grasps the lock between the thumb and the index finger and slides his fingers along the lock from the upper part to the tips; it assesses whether the hair has rough edges and if it catches the fingers.
  • composition A1 was judged to be superior to composition A2 on the smoothness criterion.
  • compositions (B1 according to the invention and B2 comparative) were prepared from the ingredients shown in the table below (g% AM):
  • compositions B1 or B2 are applied to hair locks (moderately sensitized hair, SA20 type), weighing 5.4 g, previously washed with a classic shampoo (DOP), at the rate of 2.5 g of composition for 5.4 g of lock; the locks are kneaded 5 times.
  • SA20 type hair locks
  • DOP classic shampoo
  • the locks are rinsed with water (21 passages between the fingers), wrung out (5 passages between the fingers), dried with a hair dryer then disentangled. This protocol was repeated 4 times. At the end of the 4th cycle, the locks are not dried, they are just disentangled in order to be evaluated (wet evaluation).
  • the evaluation is tactile: the expert grasps the lock between the thumb and the index finger and slides his fingers along the lock from the upper part to the tips; it assesses whether the hair has rough edges and if it catches the fingers.
  • compositions (C1 according to the invention and C2 comparative) were prepared from the ingredients shown in the table below (g% AM):
  • compositions C1 or C2 are applied to hair locks (moderately sensitized hair, SA20), weighing 5.4 g, previously washed with a classic shampoo (DOP), at the rate of 2.5 g of composition for 5.4 g of lock; the locks are kneaded 5 times.
  • SA20 hair locks
  • DOP classic shampoo
  • the locks are rinsed with water (21 passages between the fingers), wrung out (5 passages between the fingers), dried with a hair dryer then disentangled. This protocol was repeated 4 times. At the end of the 4th cycle, the locks are dried, then disentangled in order to be evaluated (dry evaluation).
  • the performance in terms of reinforcement of the hair was evaluated on dry hair, blind, after detangling, by 5 experts, on a scale ranging from 0 (very bad) to 5 (very good), in steps of 0.5.
  • the evaluation is tactile: the expert folds the lock in three and evaluates its bending resistance by pressing it.
  • the results are the following:

Abstract

The present invention relates to a cosmetic composition, preferably a hair composition, comprising compounds of amino acid type of a specific formula, hydroxylated (poly)carboxylic acids, comprising 2 to 8 carbon atoms, and one or more silicones present in a total content of at least 0.5% by weight. The invention also relates to a cosmetic treatment process, in particular for washing and/or conditioning the hair, using said composition.

Description

DESCRIPTION
TITLE: Cosmetic composition comprising amino acids, hydroxylated (poly)carboxylic acids and silicones, processes and use
The present invention relates to a cosmetic composition, notably a hair composition, comprising one or more compounds of amino acid type, one or more hydroxy carboxylic acids, and one or more silicones. The invention also relates to a cosmetic treatment process using said composition.
Consumers worldwide are generally in contact with highly varied sources of water which are not without impact on the hair, notably with regard to their cosmetic properties, and/or the performance qualities of hair products.
“Mineral” waters contain, for example, variable amounts of minerals present in the form of dissolved ions, such as calcite (present in the form of calcium), dolomite (present in the form of calcium and magnesium), magnetite (present in the form of iron) and chalcanthite (present in the form of copper). “Hard” waters are also concentrated in minerals, such as calcium and magnesium, and swimming pool waters are for their part concentrated in copper salts originating from algicides used in the treatment of swimming pools.
Hair has a strong tendency to absorb these minerals and/or their metal salts because of the presence, at the surface thereof, of anionic functional groups which correspond in particular to the sulfonic or carboxylic functional groups of keratin. Furthermore, the isoelectric point of the individual hair is generally described between 3.2 and 4. The result of this is that, in everyday life, the pH of the water applied to the hair is greater than such values, which results in a negatively charged fibre.
Minerals, very often polyvalent cations, will thus be attracted and captured by this negatively charged fibre with the formation of chemical bonds, which prevent them from being released by conventional hair treatment processes. This results in a possible accumulation of minerals on the hair with the passage of time. Such an attaching depends not only on the hardness of the water, on the frequency and/or duration of exposure of the hair to the water in question but also on the nature and the length of the hair (in particular porosity and charge) and also on its state of damage.
The accumulation of these minerals and/or of their metal salts can result in modifications to the hair fibre and in particular in a more or less marked modification of the cosmetic properties of the individual hair. Thus, an accumulation of calcium and of magnesium can result in dry hair lacking in gloss, whereas an accumulation of copper can result in the hair turning green.
In addition, the accumulation of the metal (iron, copper, for example) salts can accelerate the damage caused to the hair because they catalyse oxidation/reduction reactions and generate hydroxyl radicals HO° which can be harmful to the keratin fibre, including at low contents.
This can result in a photodegradation of the fibre, in a lightening of the fibre, and also in a detrimental change in the properties of the hair, which can result in premature breakage of the individual hair; these phenomena are very particularly observed during the subsequent use of lightening products or dyeing products.
In other words, the hair can become less resistant, more weakened, indeed even break more easily, or also lose its sheen, due to the accumulation of minerals and/or their metal salts.
There thus exists a real need to have available compositions which make it possible to combat the accumulation of the metal ions, resulting from minerals and metal salts dissolved in water, indeed even to make it possible to extract them from keratins fibres, in order to limit their negative impacts and to overcome all of the abovementioned disadvantages.
The composition which is the subject of the present invention and the use thereof make it possible to achieve this aim.
One subject of the present invention is thus a cosmetic composition, preferably a hair composition, comprising:
- one or more compounds of amino acid type of formula (I) as described hereafter, present in a total content of at least 0.5% by weight, relative to the total weight of the composition,
- one or more hydroxylated (poly)carboxylic acids, comprising from 2 to 8 carbon atoms, and/or salts thereof, present in a total content of from 1 to 10% by weight, relative to the total weight of the composition, and
- one or more silicones, present in a total content of at least 0.5% by weight, relative to the total weight of the composition.
It has been found that the composition according to the invention makes it possible to improve the resistance to breakage of the hair, to strengthen the hair and also to significantly limit its reduction or loss of sheen, undesirable effects liable to be caused by the presence of metal ions, notably copper or calcium ions, within said fibres.
After applying the composition, the fibres appear to be strengthened, said strengthening being improved with successive applications of the composition.
It has also been found that the composition according to the invention further makes it possible to contribute conditioning properties to the hair, notably a smooth feel, softness, sheen and facilitated disentangling, and to do so while contributing strength, body and a bulk effect to the head of hair.
It finds an application most particularly in the cosmetic treatment, notably the washing and/or the conditioning, of keratin fibres that have been sensitized, weakened and/or damaged, notably as a result of physical (repeated brushing) and/or chemical treatments, for example dyeing, bleaching, perming and/or straightening.
It is particularly suitable for the cosmetic treatment, notably the washing and/or the conditioning, of keratin fibres laden with metals, notably with calcium and/or with copper, in contents of at least 100 ppm, better still in contents of at least 200 ppm; notably laden with copper, notably in contents of at least 100 ppm, better still in contents of at least 200 ppm and/or laden with calcium notably in contents of at least 4000 ppm, better still in contents of at least 10 000 ppm.
In the text hereinbelow, unless otherwise indicated, the limits of a range of values are included in that range, notably in the expressions “between” and “ranging from ... to ...”.
Moreover, the expression “at least one” used in the present description is equivalent to the expression “one or more”, and may be replaced therewith.
Compounds of amino acid type
The composition according to the present invention comprises one or more compounds of amino acid type chosen from the compounds corresponding to formula (I) below and/or salts thereof.
The compounds of amino acid type may thus correspond to formula (I):
Figure imgf000004_0001
in which p is an integer equal to 1 or 2, it being understood that:
- when p = 1 , R forms, with the nitrogen atom, a saturated heterocycle comprising from 5 to 8 ring members, preferably 5 ring members, it being possible for this ring to be substituted with one or more groups chosen from hydroxyl or (Ci-C4)alkyl;
- when p = 2, R represents a hydrogen atom or a saturated, linear or branched, (Ci- Ci2)alkyl, preferably (Ci-C4)alkyl, group, optionally interrupted with one or more heteroatoms or groups chosen from -S-, -NH- or -C(NH)- and/or optionally substituted with one or more groups chosen from hydroxyl (-OH), amino (-NH2), - SH, -COOH, -CONH2 or -NH-C(NH)-NH2.
Preferably, when p = 1 , R forms, with the nitrogen atom, a saturated heterocycle comprising 5 ring members, this ring not being substituted. Preferably, p = 2.
Preferably, when p = 2, R represents a hydrogen atom or a saturated, linear or branched, (Ci-C4)alkyl group, optionally interrupted with a -S- heteroatom and/or optionally substituted with one or two groups chosen from hydroxyl, amino or -NH- C(NH)-NH2.
Preferentially, p = 2 and R represents a hydrogen atom.
The compounds of amino acid type may also be a salt of a compound of formula (I). These salts comprise the salts with organic or mineral bases, for example the salts of alkali metals, for instance the lithium, sodium or potassium salts; the salts of alkaline-earth metals, for instance the magnesium or calcium salts, and the zinc salts.
The compounds of amino acid type may be in the form of an optical isomer of L, D or DL configuration, preferably of L configuration.
As examples according to the present invention of compounds in the form of an optical isomer of L configuration, mention may be made of L-proline, L-methionine, L-serine, L-arginine and L-lysine.
Preferably, the compound(s) of amino acid type according to the invention are chosen from glycine, proline, methionine, serine, arginine, lysine, their salts (notably alkali metal, alkaline-earth metal or zinc salts) and mixtures thereof.
Preferably, the compound(s) of amino acid type according to the invention are chosen from glycine, proline, methionine, serine, arginine, salts thereof and mixtures thereof.
Better still, the compound of amino acid type is chosen from glycine, salts thereof (notably alkali metal, alkaline-earth metal or zinc salts) and mixtures thereof.
As glycine salts according to the present invention, mention may be made of sodium glycinate, zinc glycinate, calcium glycinate, magnesium glycinate, manganese glycinate and potassium glycinate, preferably sodium glycinate and potassium glycinate.
Preferably, the compound of amino acid type is glycine.
The total content of compound(s) of amino acid type chosen from the compounds corresponding to formula (I) and/or salts thereof, present in the composition according to the invention is at least 0.5% by weight, relative to the total weight of the composition. This content may range from 0.5% to 10% by weight, notably from 0.7% to 8% by weight, better still from 0.8% to 7% by weight, relative to the total weight of the composition.
Better, the total content of compound(s) of amino acid type chosen from glycine, proline, methionine, serine, arginine, lysine, salts thereof and mixtures thereof in the composition according to the invention may range from 0.5% to 10% by weight, notably from 0.7% to 8% by weight, better still from 0.8% to 7% by weight, relative to the total weight of the composition. Most particularly, the total content of compound(s) of amino acid type chosen from glycine, salts thereof and mixtures thereof in the composition according to the invention may range from 0.5% to 10% by weight, notably from 0.7% to 8% by weight, better still from 0.8% to 7% by weight, relative to the total weight of the composition.
Better still, the glycine content in the composition according to the invention may range from 0.5% to 10% by weight, notably from 0.7% to 8% by weight, better still from 0.8% to 7% by weight, relative to the total weight of the composition.
Hvdroxy(polv)carboxylic acids
The composition according to the invention also comprises one or more hydroxylated (poly)carboxylic acids comprising from 2 to 8 carbon atoms, and/or salts thereof.
These (poly)acids are different from the compounds of amino acid type described above.
Said (poly)acids comprise at least one COOH group (in acid or salified form); they may thus comprise a single COOH group - the term used is then monoacid - or may comprise several, notably at least two COOH groups (in acid or salified form), better still two or three COOH groups (in acid or salified form) - the term used is then polyacids.
(Poly)acid is understood to mean monoacids and polyacids.
They also comprise at least one OH group but may comprise several thereof, notably from two to three OH groups.
Preferably, they comprise in total from four to six carbon atoms and their hydrocarbon-based chain is saturated and linear.
Advantageously, the hydroxylated (poly)carboxylic acids and/or salts thereof comprise in total from four to six carbon atoms, from one to three OH groups and from two to three COOH groups (in acid or salified form).
The salts of these (poly)acids comprise the salts with organic or mineral bases, for example the salts of alkali metals, such as the lithium, sodium or potassium salts; the salts of alkaline-earth metals, such as the magnesium or calcium salts, and the zinc salts. The alkali metal or alkaline-earth metal salts are preferred and in particular the sodium salts.
Preferably, the hydroxylated (poly)carboxylic acids or salts thereof are chosen from a-hydroxy acids and salts thereof, and notably from lactic acid, glycolic acid, tartaric acid or citric acid, and salts thereof, notably alkali metal or alkaline-earth metal salts; most particularly citric acid and/or tartaric acid and also salts thereof, notably alkali metal or alkaline-earth metals salts, such as sodium citrate and/or sodium tartrate; better still citric acid or salts thereof, notably alkali metal or alkaline-earth metal salts, such as sodium citrate.
The total content of hydroxylated (poly)carboxylic acids comprising in total from two to eight carbon atoms, and/or salts thereof, present in the composition according to the invention is from 1 to 10% by weight, relative to the total weight of the composition. This content may range from 1 % to 8% by weight, better from 1 .5% to 6% by weight, relative to the total weight of the composition.
In particular, the total content of hydroxylated (poly)carboxylic acids comprising in total from four to six carbon atoms, from one to three OH groups and two or three COOH groups, or salts thereof, present in the composition according to the invention may range from 1 % to 10% by weight, notably from 1 % to 8% by weight, better still from 1 .5% to 6% by weight, relative to the total weight of the composition.
Most particularly, the total content of hydroxylated (poly)carboxylic acids chosen from lactic acid, glycolic acid, tartaric acid or citric acid, and salts thereof, notably alkali metal or alkaline-earth metal salts, in the composition according to the invention may range from 1 % to 10% by weight, notably from 1 % to 8% by weight, better still from 1 .5% to 6% by weight, relative to the total weight of the composition. Better still, the content of citric acid and/or salts thereof in the composition according to the invention may range from 1 % to 10% by weight, notably from 1 % to 8% by weight, better still from 1 .5% at 6% by weight, relative to the total weight of the composition.
Silicones
The composition according to the invention comprises one or more silicones, which may be chosen in particular from amino silicones, non-amino silicones and mixtures thereof.
The composition according to the invention may thus comprise one or more non- amino silicones, which may be solid or liquid, preferably liquid (at 25°C, 1 atm), and volatile or non-volatile.
The non-amino silicones that may be used may be soluble or insoluble in the composition according to the invention; they may be in oil, wax, resin or gum form; silicone oils and gums are preferred.
Silicones are notably described in detail in Walter Noll’s Chemistry and Technology of Silicones (1968), Academic Press.
The volatile silicones may be chosen from those with a boiling point of between 60°C and 260°C (at atmospheric pressure) and in particular from: i) cyclic polydialkylsiloxanes including from 3 to 7 and preferably 4 to 5 silicon atoms, such as
- octamethylcyclotetrasiloxane (D4) and decamethylcyclopentasiloxane (D5). Mention may be made of the products sold under the name Volatile Silicone 7207 by Union Carbide or Silbione 70045 V 2 by Rhodia, Volatile Silicone 7158 by Union Carbide or Silbione 70045 V 5 by Rhodia;
- cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type having the chemical structure:
Figure imgf000008_0001
Mention may be made of Volatile Silicone FZ 3109 sold by Union Carbide.
- mixtures of cyclic silicones with silicon-derived organic compounds, such as the mixture of octamethylcyclotetrasiloxane and of tetratrimethylsilylpentaerythritol (50/50) and the mixture of octamethylcyclotetrasiloxane and of 1 ,1’- oxy(2,2,2’,2’,3,3’-hexatrimethylsilyloxy)bisneopentane; ii) linear polydialkylsiloxanes containing 2 to 9 silicon atoms, which generally have a viscosity of less than or equal to 5x10-6 m2/s at 25°C, such as decamethyltetrasiloxane.
Other silicones belonging to this category are described in the article published in Cosmetics and Toiletries, Vol. 91 , Jan. 76, pages 27-32 - Todd & Byers Volatile silicone fluids for cosmetics; mention may be made of the product sold under the name SH 200 by the company Toray Silicone.
Among the non-volatile silicones, mention may be made, alone or as a mixture, of polydialkylsiloxanes and notably polydimethylsiloxanes (PDMS or dimethicone), polydiarylsiloxanes, polyalkylarylsiloxanes, silicone gums and resins, and also nonamino organopolysiloxanes (or organomodified polysiloxanes, or alternatively organomodified silicones) which are polysiloxanes including in their structure one or more non-amino organofunctional groups, generally attached via a hydrocarbonbased group, and preferably chosen from aryl groups, alkoxy groups and polyoxyethylene and/or polyoxypropylene groups.
The organomodified silicones may be polydiarylsiloxanes, notably polydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized with the organofunctional groups mentioned previously. The polyalkylarylsiloxanes are particularly chosen from linear and/or branched polydimethyl/methylphenylsiloxanes and polydimethyl/diphenylsiloxanes.
Among the organomodified silicones, mention may be made of organopolysiloxanes including:
- polyoxyethylene and/or polyoxypropylene groups optionally including C6-C24 alkyl groups, such as dimethicone copolyols, and notably those sold by the company Dow Corning under the name DC 1248 or the oils Silwet® L 722, L 7500, L 77 and L 711 from the company Union Carbide; or alternatively (Ci2)alkylmethicone copolyols, and notably those sold by the company Dow Corning under the name Q2-5200;
- thiol groups, such as the products sold under the names GP 72 A and GP 71 from Genesee;
- alkoxylated groups, such as the product sold under the name Silicone Copolymer F-755 by SWS Silicones and Abil Wax® 2428, 2434 and 2440 by the company Goldschmidt;
- hydroxylated groups, for instance polyorganosiloxanes bearing a hydroxyalkyl function;
- acyloxyalkyl groups, such as the polyorganosiloxanes described in patent US-A-4 957 732;
- anionic groups of the carboxylic acid type, as described, for example, in EP 186 507, or of the alkylcarboxylic type, such as the product X-22-3701 E from the company Shin-Etsu; or else of the 2-hydroxyalkylsulfonate or 2- hydroxyalkylthiosulfate type, such as the products sold by the company Goldschmidt under the names Abil® S201 and Abil® S255;
The silicones can also be chosen from polydialkylsiloxanes, among which mention may be made mainly of polydimethylsiloxanes having trimethylsilyl end groups (CTFA: dimethicone). Among these polydialkylsiloxanes, mention may be made of the following commercial products:
- the Silbione® oils of the 47 and 70 047 series or the Mirasil® oils sold by Rhodia, for instance the oil 70 047 V 500 000;
- the oils of the Mirasil® series sold by Rhodia;
- the oils of the 200 series from Dow Corning, such as DC200 with a viscosity of 60 000 mm2/s;
- the Viscasil® oils from General Electric and certain oils of the SF series (SF 96, SF 18) from General Electric.
Mention may also be made of polydimethylsiloxanes having dimethylsilanol end groups (CTFA: dimethiconol), such as the oils of the 48 series from Rhodia.
In this category of polydialkylsiloxanes, mention may also be made of the products sold under the names Abil Wax® 9800 and 9801 by the company Goldschmidt, which are poly(C1 -C20)dialkylsiloxanes.
Products that may be used more particularly in accordance with the invention are mixtures such as:
- mixtures formed from a polydimethylsiloxane with a hydroxy-terminated chain, or dimethiconol (CTFA), and from a cyclic polydimethylsiloxane, also known as cyclomethicone (CTFA), such as the product Q2-1401 sold by the company Dow Corning.
The polyalkylarylsiloxanes are particularly chosen from linear and/or branched polydimethyl/methylphenylsiloxanes and polydimethyl/diphenylsiloxanes with a viscosity ranging from 1 x10-5 to 5x10-2 m2/s at 25°C. Among these polyalkylarylsiloxanes, mention may be made of the products sold under the following names:
- the Silbione® oils of the 70 641 series from Rhodia;
- the oils of the Rhodorsil® 70 633 and 763 series from Rhodia;
- the oil Dow Corning 556 Cosmetic Grade Fluid from Dow Corning;
- the silicones of the PK series from Bayer, such as the product PK20;
- the silicones of the PN and PH series from Bayer, such as the products PN1000 and PH1000;
- certain oils of the SF series from General Electric, such as SF 1023, SF 1 154, SF 1250 and SF 1265.
The non-amino silicones that are more particularly preferred according to the invention are polydimethylsiloxanes containing trimethylsilyl end groups (CTFA: dimethicone).
The composition according to the invention may comprise one or more amino silicones.
The term “amino silicone” denotes any silicone including at least one primary, secondary or tertiary amine or a quaternary ammonium group.
The amino silicones that may be used according to the present invention may be volatile or non-volatile and cyclic, linear or branched, and preferably have a viscosity ranging from 5 x 10-6 to 2.5 m2/s at 25°C, for example from 1 x 10-5 to 1 m2/s.
Preferably, the amino silicone(s) are chosen, alone or as mixtures, from the following compounds:
A) the polysiloxanes corresponding to formula (I):
Figure imgf000010_0001
in which x’ and y’ are integers such that the weight-average molecular mass (Mw) is between 5000 and 500 000 g/mol;
B) the amino silicones corresponding to formula (II):
R’aG3-a-Si(OSiG2)n-(OSiGbR’2-b)m-O-SiG3-a -R’a’ (II) in which:
- G, which is identical or different, denotes a hydrogen atom or a phenyl, OH, Ci-Cs alkyl, for example methyl, or Ci-Cs alkoxy, for example methoxy, group; - a and a’, which may be identical or different, denote 0 or an integer from 1 to 3, in particular 0, with the proviso that at least one from among a and a’ is equal to zero,
- b denotes 0 or 1 , in particular 1 ,
- m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and
- R’, which may be identical or different, denotes a monovalent radical of formula - CqH2qL in which q is a number ranging from 2 to 8 and L is an optionally quaternized amino group chosen from the following groups: -NR”-Q-N(R”)2, -N(R”)2, -N+(R”)3 A- , -N+H(R”)2 A-, -N+H2(R”) A-, -NR”-Q-N+(R”)H2 A-, -NR”-Q-N+(R”)2H A- and -NR”-Q- N+(R”)3 A in which R”, which may be identical or different, denotes hydrogen, phenyl, benzyl or a saturated monovalent hydrocarbon -based radical, for example a C1-C20 alkyl radical; Q denotes a linear or branched group of formula CrH2r, r being an integer ranging from 2 to 6, preferably from 2 to 4; and A- represents a cosmetically acceptable anion, notably a halide, such as fluoride, chloride, bromide or iodide.
Preferably, the amino silicones of formula (II) may be chosen from:
(i) the “trimethylsilyl amodimethicone” silicones corresponding to formula (III):
Figure imgf000011_0001
in which m and n are numbers such that the sum (n + m) varies from 1 to 2000, preferably from 20 to 1000, in particular from 50 to 600, better still from 50 to 150; it being possible for n to denote a number from 0 to 1999 and notably from 49 to 149 and it being possible for m to denote a number from 1 to 2000 and notably from 1 to 10;
(ii) the silicones of formula (IV) below:
Figure imgf000012_0001
in which:
- m and n are numbers such that the sum (n + m) ranges from 1 to 1000, in particular from 50 to 250 and more particularly from 100 to 200; n denoting a number from 0 to 999 and notably from 49 to 249 and more particularly from 125 to 175, and m denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and
- R-i, R2 and R3, which may be identical or different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals R1 to R3 denoting an alkoxy radical. Preferably, the alkoxy radical is a methoxy radical.
The hydroxy/alkoxy mole ratio preferably ranges from 0.2:1 to 0.4:1 and preferably from 0.25:1 to 0.35:1 and more particularly is equal to 0.3:1 .
The weight-average molecular mass (Mw) of these silicones preferably ranges from 2000 to 1 000 000 g/mol and more particularly from 3500 to 200 000 g/mol.
(iii) the silicones of formula (V) below:
Figure imgf000012_0002
in which:
- p and q are numbers such that the sum (p + q) ranges from 1 to 1000, in particular from 50 to 350 and more particularly from 150 to 250; p denoting a number from 0 to 999, notably from 49 to 349 and more particularly from 159 to 239, and q denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and
- R1 and R2, which are different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals R1 or R2 denoting an alkoxy radical.
Preferably, the alkoxy radical is a methoxy radical.
The hydroxy/alkoxy mole ratio generally ranges from 1 :0.8 to 1 :1 .1 and preferably from 1 :0.9 to 1 :1 and more particularly is equal to 1 :0.95.
The weight-average molecular mass (Mw) of the silicone preferably ranges from 2000 to 200 000 g/mol, more preferentially from 5000 to 100 000 g/mol and in particular from 10 000 to 50 000 g/mol.
The commercial products comprising silicones of structure (IV) or (V) may include in their composition one or more other amino silicones, the structure of which is different from formula (IV) or (V). A product containing amino silicones of structure (IV) is sold by the company Wacker under the name Belsil® ADM 652. A product containing amino silicones of structure (V) is sold by Wacker under the name Fluid WR 1300®. Another product containing amino silicones of structure (XIV) is sold by Wacker under the name Belsil ADM LOG 1®.
When these amino silicones are used, one particularly advantageous embodiment consists in using them in the form of an oil-in-water emulsion. The oil-in-water emulsion may comprise one or more surfactants. The surfactants may be of any nature but are preferably cationic and/or nonionic. The number-average size of the silicone particles in the emulsion generally ranges from 3 nm to 500 nm. Preferably, notably as amino silicones of formula (V), use is made of microemulsions of which the mean particle size ranges from 5 nm to 60 nm (limits included) and more particularly from 10 nm to 50 nm (limits included). Thus, use may be made according to the invention of the amino silicone microemulsions of formula (V) sold under the names Finish CT 96 E® or SLM 28020® by the company Wacker.
(iv) the silicones of formula (VI) below:
Figure imgf000013_0001
in which:
- m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n denoting a number from 0 to 1999 and notably from 49 to 149, and m denoting a number from 1 to 2000 and notably from 1 to 10; and
- A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably linear.
The weight-average molecular mass (Mw) of these amino silicones preferably ranges from 2000 to 1 000 000 g/mol and more particularly from 3500 to 200 000 g/mol.
A silicone corresponding to this formula is, for example, Xiameter MEM 8299 Emulsion from Dow Corning. (v) the silicones of formula (VII) below:
Figure imgf000014_0001
in which:
- m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and
- A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms. This radical is preferably branched.
The weight-average molecular mass (Mw) of these amino silicones preferably ranges from 500 to 1 000 000 g/mol and more particularly from 1000 to 200 000 g/mol.
A silicone corresponding to this formula is, for example, DC2-8566 Amino Fluid from Dow Corning;
C) the amino silicones corresponding to formula (VIII):
Figure imgf000014_0002
in which:
- Rs represents a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl or C2-C18 alkenyl radical, for example methyl;
- Re represents a divalent hydrocarbon-based radical, notably a C1-C18 alkylene radical or a divalent C1-C18, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
- Q is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate;
- r represents a mean statistical value ranging from 2 to 20 and in particular from 2 to 8; and
- s represents a mean statistical value ranging from 20 to 200 and in particular from 20 to 50.
D) the quaternary ammonium silicones of formula (IX):
Figure imgf000015_0001
- R7, which may be identical or different, represent a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2-C18 alkenyl radical or a ring comprising 5 or 6 carbon atoms, for example methyl;
- Re represents a divalent hydrocarbon-based radical, notably a C1-C18 alkylene radical or a divalent C1-C18, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
- Rs, which may be identical or different, represent a hydrogen atom, a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2-C18 alkenyl radical or a radical -R6-NHCOR7;
- X- is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate; and
- r represents a mean statistical value ranging from 2 to 200 and in particular from 5 to 100.
These silicones are for example described in patent application EP-A-0 530 974; mention may in particular be made of the silicone having the INCI name: Quaternium 80.
Silicones falling within this category are the silicones sold by the company Goldschmidt under the names Abil Quat 3270, Abil Quat 3272 and Abil Quat 3474;
E) the amino silicones of formula (X):
Figure imgf000015_0002
in which:
- Ri, R2, RS and R4, which may be identical or different, denote a C1-C4 alkyl radical or a phenyl group,
- Rs denotes a C1-C4 alkyl radical or a hydroxyl group,
- n is an integer ranging from 1 to 5, - m is an integer ranging from 1 to 5, and
- x is chosen such that the amine number ranges from 0.01 to 1 meq/g;
F) the multiblock polyoxyalkylenated amino silicones, of (AB)n type, A being a polysiloxane block and B being a polyoxyalkylenated block including at least one amine group.
Said silicones are preferably formed from repeating units having the following general formulae: else
Figure imgf000016_0001
in which:
- a is an integer greater than or equal to 1 , preferably ranging from 5 to 200 and more particularly ranging from 10 to 100;
- b is an integer between 0 and 200, preferably ranging from 4 to 100 and more particularly between 5 and 30;
- x is an integer ranging from 1 to 10 000 and more particularly from 10 to 5000;
- R” is a hydrogen atom or a methyl;
- R, which may be identical or different, represent a linear or branched divalent C2- C12 hydrocarbon-based radical, optionally including one or more heteroatoms such as oxygen; preferably, R, which may be identical or different, denote an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH2OCH2CH(OH)CH2- radical; preferentially, R denote a CH2CH2CH2OCH2CH(OH)CH2- radical; and
- R’, which may be identical or different, represent a linear or branched divalent C2- C12 hydrocarbon-based radical, optionally including one or more heteroatoms such as oxygen; preferably, R’, which may be identical or different, denote an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical or a CH2CH2CH2OCH2CH(OH)CH2- radical; preferentially, R’ denote -CH(CH3)- CH2-.
The siloxane blocks preferably represent between 50 mol% and 95 mol% of the total weight of the silicone, more particularly from 70 mol% to 85 mol%.
The amine content is preferably between 0.02 and 0.5 meq/g of copolymer in a 30% solution in dipropylene glycol, more particularly between 0.05 and 0.2.
The weight-average molecular mass (Mw) of the silicone is preferably between 5000 and 1 000 000 g/mol and more particularly between 10 000 and 200 000 g/mol.
Mention may notably be made of the silicones sold under the name Silsoft A-843 or Silsoft A+ by Momentive.
G) the amino silicones of formulae (XI) and (XII):
Figure imgf000017_0001
in which:
- R, R’ and R”, which may be identical or different, denote a C1-C4 alkyl group or a hydroxyl group,
- A denotes a C3 alkylene radical; and
- m and n are numbers such that the weight-average molecular mass of the compound is between 5000 and 500 000;
Figure imgf000017_0002
in which:
- x and y are numbers ranging from 1 to 5000; preferably, x ranges from 10 to 2000 and more preferentially from 100 to 1000; preferably, y ranges from 1 to 100;
- R1 and R2, which may be identical or different, preferably identical, denote a linear or branched, saturated or unsaturated alkyl group comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and more preferentially from 12 to 20 carbon atoms; and
- A denotes a linear or branched alkylene radical containing from 2 to 8 carbon atoms.
Preferably, A comprises from 3 to 6 carbon atoms, more preferentially 4 carbon atoms; preferably, A is branched. Mention may be made in particular of the following divalent groups: -CH2CH2CH2- and -CH2CH(CH3)CH2-.
Preferably, R1 and R2 are independent saturated linear alkyl groups comprising 6 to 30 carbon atoms, preferably 8 to 24 carbon atoms and in particular from 12 to 20 carbon atoms; mention may be made in particular of dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; and preferentially, R1 and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups. Preferably, in the silicone of formula (XII):
- x ranges from 10 to 2000 and in particular from 100 to 1000;
- y ranges from 1 to 100;
- A comprises from 3 to 6 carbon atoms and notably 4 carbon atoms; preferably, A is branched; more particularly, A is chosen from the following divalent groups: - CH2CH2CH2 and -CH2CH(CH3)CH2-; and
- R1 and R2 independently are saturated linear alkyl groups comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and in particular from 12 to 20 carbon atoms; notably chosen from dodecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl groups; preferentially, R1 and R2, which may be identical or different, are chosen from hexadecyl (cetyl) and octadecyl (stearyl) groups.
A silicone of formula (XII) that is preferred is bis-cetearyl amodimethicone. Mention may be made in particular of the amino silicone sold under the name Silsoft AX by Momentive.
H) polysiloxanes and notably polydimethylsiloxanes, including primary amine groups at only one chain end or on side chains, such as those of formula (XIV), (XV) or (XVI):
Figure imgf000018_0001
In formula (XIV), the values of n and m are such that the weight-average molecular mass of the amino silicone is between 1000 and 55 000.
As examples of amino silicones of formula (XIV), mention may be made of the products sold under the names AMS-132, AMS-152, AMS-162, AMS-163, AMS-191 and AMS-1203 by the company Gelest and KF-8015 by the company Shin-Etsu.
In formula (XV), the value of n is such that the weight-average molecular mass of the amino silicone is between 500 and 3000.
As examples of amino silicones of formula (XV), mention may be made of the products sold under the names MCR-A1 1 and MCR-A12 by the company Gelest.
In formula (XVI), the values of n and m are such that the weight-average molecular mass of the amino silicone is between 500 and 50 000.
As examples of amino silicones of formula (XVI), mention may be made of the aminopropyl phenyl trimethicone sold under the name DC 2-2078 Fluid by the company Dow Corning.
The cosmetic composition according to the invention may also comprise, as silicone, an amino silicone corresponding to formula (XVIII) below:
Figure imgf000019_0001
in which:
- n is a number between 1 and 1000, preferably between 10 and 500, better still between 25 and 100, even better still between 50 and 80;
- m is a number between 1 and 200, preferably between 1 and 100, better still between 1 and 10 and even better still between 1 and 5;
- R’”, which may be identical or different, preferably identical, are saturated or unsaturated, linear or branched, alkyl radicals comprising from 8 to 30 carbon atoms, preferably from 10 to 24 carbon atoms, notably from 12 to 18 carbon atoms; it being possible for said radicals optionally to be substituted with one or more hydroxyl OH groups;
- R’ is a linear or branched divalent alkylene radical containing from 1 to 6 carbon atoms, notably from 2 to 5 carbon atoms;
- R” is a linear or branched divalent alkylene radical containing from 1 to 6 carbon atoms, notably from 1 to 5 carbon atoms.
Preferably, the radicals R’”, which may be identical or different, are saturated linear alkyl radicals comprising from 8 to 30 carbon atoms, preferably from 10 to 24 carbon atoms, notably from 12 to 18 carbon atoms; mention may be made in particular of dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl and octadecyl radicals; preferentially, the radicals R’”, which may be identical or different, are chosen from saturated linear alkyl radicals containing from 12 to 16 carbon atoms, which are notably C13, C14 or C15 radicals, alone or as a mixture, and better still represent a mixture of C13, C14 and C15 radicals.
Preferably, the radicals R’” are identical.
Preferably, R' is a linear or branched, preferably branched, divalent alkylene radical comprising from 1 to 6 carbon atoms, notably from 2 to 5 carbon atoms; notably a - CH2-CH2-CH2-, -CH2-CH(CH3)-CH2- or -CH2-CH2-CH(CH3)- radical.
Preferably, R” is a linear divalent alkylene radical comprising from 1 to 6 carbon atoms, notably from 1 to 4 carbon atoms, in particular a -CH2-CH2- radical.
Preferentially, the composition may comprise one or more silicones of formula (XVIII) in which:
- n is a number between 50 and 80;
- m is a number between 1 and 5;
- R’”, which are identical, are saturated linear alkyl radicals comprising from 12 to 18 carbon atoms;
- R’ is a divalent alkylene radical having from 2 to 5 carbon atoms;
- R” is a linear divalent alkylene radical having from 1 to 4 carbon atoms.
Better still, the composition may comprise one or more silicones of formula (XVIII) in which:
- n is a number between 50 and 80;
- m is a number between 1 and 5;
- R’”, which are identical, are saturated linear alkyl radicals comprising from 13 to 15 carbon atoms;
- R’ is a -(CH2)3-, -CH2-CH(CH3)-CH2- or -CH2-CH2-CH(CH3)- radical, and
- R” is a -(CH2)2- radical.
A most particularly preferred silicone of formula (XVIII) is Bis(C13-15 Alkoxy) PG- Amodimethicone (INCI name). Mention may notably be made of the silicone sold under the name Dowsil 8500 Conditioning Agent by Dow.
Preferably, the amino silicone(s) are chosen, alone or as a mixture, from:
- the amino silicones of formula (II), preferably those in which G denotes a Ci-Cs alkyl and a = a’ = 0; a most particularly preferred silicone of formula (II) being aminopropyl dimethicone, such as the product sold under the name X-22-9686 by Shin-Etsu;
- the quaternary ammonium silicones of formula (IX) above;
- the amino silicones of formula (XVIII) above, notably those in which n is a number of between 50 and 80; m is a number of between 1 and 5; R’”, which are identical, are saturated linear alkyl radicals comprising from 13 to 15 carbon atoms; R’ is a - (CH2)3-, -CH2-CH(CH3)-CH2- or -CH2-CH2-CH(CH3)- radical, and R” is a -(CH2)2- radical.
Advantageously, the composition according to the present invention may comprise the silicone(s) in a total content preferably ranging from 0.5% to 5% by weight, preferentially from 0.6% to 3% by weight and more preferentially from 0.7% to 2.5% by weight, relative to the total weight of the composition.
Advantageously, the composition according to the present invention may comprise the amino silicone(s) in a total content preferably ranging from 0.5% to 5% by weight, preferentially from 0.6% to 3% by weight and better still from 0.7% to 2.5% by weight, relative to the total weight of the composition.
Cationic surfactants
The composition according to the invention may optionally comprise one or more cationic surfactants.
Said cationic surfactants are non-silicone surfactants, that is to say that they do not contain an Si-0 group.
They are preferably chosen from primary, secondary or tertiary fatty amines, which are optionally polyoxyalkylenated, or salts thereof, and quaternary ammonium salts, and mixtures thereof.
The composition can comprise one or more cationic surfactants chosen, alone or as a mixture, from the following compounds, which are quaternary ammonium salts:
- the compounds corresponding to the general formula (II) below:
Figure imgf000021_0001
in which:
X’ is an anion notably chosen from the group of halides, phosphates, acetates, lactates, (Ci-C4)alkyl sulfates, (Ci-C4)alkylsulfonates or (Ci-C4)alkylarylsulfonates; the groups Ri to R4, which may be identical or different, represent a linear or branched aliphatic group including from 1 to 30 carbon atoms, or an aromatic group such as aryl or alkylaryl, at least one of the groups R1 to R4 denoting a linear or branched aliphatic group including from 8 to 30 carbon atoms, preferably from 12 to 24 carbon atoms.
The aliphatic groups may include heteroatoms notably such as oxygen, nitrogen, sulfur and halogens. The aliphatic groups are chosen, for example, from C1-C30 alkyl, C1-C30 alkoxy, (C2-C6) polyoxyalkylene, C1-C30 alkylamide, (C12- C22)alkylamido(C2-C6)alkyl, (Ci2-C22)alkyl acetate, and C1-C30 hydroxyalkyl groups.
Among the quaternary ammonium salts of formula (II), the ones that are preferred are tetraalkylammonium salts, for instance dialkyldimethylammonium or alkyltrimethylammonium salts in which the alkyl group includes from about 12 to 22 carbon atoms, in particular behenyltrimethylammonium, distearyldimethylammonium, cetyltrimethylammonium or benzyldimethylstearylammonium salts, and also palmitylamidopropyltrimethylammonium salts, stearamidopropyltrimethylammonium salts, stearamidopropyldimethylcetearylammonium salts, or stearamidopropyldimethyl(myristyl acetate)ammonium salts such as those sold under the name Ceraphyl® 70 by the company Van Dyk.
It is preferred in particular to use the chloride, bromide or methyl sulfate salts of these compounds.
- the quaternary ammonium salts of imidazoline, such as those of formula (III):
Figure imgf000022_0001
in which Rs represents an alkenyl or alkyl group including from 8 to 30 carbon atoms, derived for example from tallow fatty acids, Re represents a hydrogen atom, a Ci- C4 alkyl group or an alkyl or alkenyl group including from 8 to 30 carbon atoms, R? represents a C1-C4 alkyl group, Rs represents a hydrogen atom or a C1-C4 alkyl group, X’ is an anion chosen from the group of halides, phosphates, acetates, lactates, alkyl sulfates, alkyl- or alkylaryl-sulfonates in which the alkyl and aryl groups preferably comprise, respectively, from 1 to 20 carbon atoms and from 6 to 30 carbon atoms.
Preferably, Rs and Re denote a mixture of alkenyl or alkyl groups including from 12 to 21 carbon atoms, for example derived from tallow fatty acids, R7 denotes a methyl group and Rs denotes a hydrogen atom.
Such a product is sold, for example, under the name Rewoquat® W 75 by the company Rewo,
- quaternary diammonium or triammonium salts, in particular of formula (IV):
Figure imgf000022_0002
in which:
R9 denotes an alkyl radical including from about 16 to 30 carbon atoms which is optionally hydroxylated and/or optionally interrupted with one or more oxygen atoms,
R is chosen from hydrogen or an alkyl radical including from 1 to 4 carbon atoms or a group (R9a)(Rioa)(Rna)N-(CH2)3, with Rga, Rioa, Rua, R11 , R12, R13 and R14, which may be identical or different, chosen from hydrogen or an alkyl radical including from 1 to 4 carbon atoms, and
X’ is an anion chosen from the group of halides, acetates, phosphates, nitrates, (C1- C4)alkyl sulfates, (Ci-C4)alkylsulfonates and (Ci-C4)alkylarylsulfonates, in particular methyl sulfate and ethyl sulfate.
Such compounds are, for example, Finquat CT-P, sold by Finetex (Quaternium 89), and Finquat CT, sold by Finetex (Quaternium 75);
- quaternary ammonium salts containing at least one ester function, such as those of formula (V) below:
Figure imgf000023_0001
in which:
R15 is chosen from Ci-Ce alkyl groups and Ci-Ce hydroxyalkyl or dihydroxyalkyl groups;
R is chosen from the group R19-C(O)-; groups R20 which are linear or branched, saturated or unsaturated C1-C22 hydrocarbon-based groups; a hydrogen atom;
R is chosen from the group R21 -C(O)-; groups R22 which are linear or branched, saturated or unsaturated Ci-Ce hydrocarbon-based groups; a hydrogen atom;
R17, R19 and R21 , which may be identical or different, are chosen from linear or branched, saturated or unsaturated C7-C21 hydrocarbon-based groups; r, s and t, which may be identical or different, are integers having values from 2 to 6; y is an integer ranging from 1 to 10; x and z, which may be identical or different, are integers having a value from 0 to 10;
X’ is a simple or complex, organic or mineral anion; with the proviso that the sum x + y + z is from 1 to 15, that when x is 0 then R denotes R20, and that when z is 0 then Rw denotes R22.
The alkyl groups R15 may be linear or branched, and more particularly linear. Preferably, R15 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, and more particularly a methyl or ethyl group.
Advantageously, the sum x + y + z is from 1 to 10.
When R is a hydrocarbon-based group R20, it may be long and contain from 12 to 22 carbon atoms, or may be short and contain from 1 to 3 carbon atoms.
When R is a hydrocarbon-based group R22, it preferably contains 1 to 3 carbon atoms. Advantageously, R17, R19 and R21 , which may be identical or different, are chosen from linear or branched, saturated or unsaturated C11-C21 hydrocarbon-based groups, and more particularly from linear or branched, saturated or unsaturated C11- C21 alkyl and alkenyl groups.
Preferably, x and z, which may be identical or different, are equal to 0 or 1 . Advantageously, y is equal to 1 .
Preferably, r, s and t, which may be identical or different, are equal to 2 or 3, and even more particularly are equal to 2.
The anion X’ is preferably a halide (chloride, bromide or iodide) or an alkyl sulfate, more particularly methyl sulfate. However, use may be made of methanesulfonate, phosphate, nitrate, tosylate, an anion derived from an organic acid, such as acetate or lactate, or any other anion that is compatible with the ammonium bearing an ester function. The anion X’ is even more particularly chloride or methyl sulfate.
In the composition according to the invention, use may be made more particularly of the ammonium salts of formula (V) in which R15 denotes a methyl or ethyl group, x and y are equal to 1 ; z is equal to 0 or 1 ; r, s and t are equal to 2;
R is chosen from the group R19-C(=O)-, methyl, ethyl or C14-C22 hydrocarbon- based groups, and a hydrogen atom;
R is chosen from the group R21 -C(=O)- and a hydrogen atom;
R17, R19 and R21, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C13-C17 hydrocarbon-based groups, and preferably from linear or branched, saturated or unsaturated C13-C17 alkyl and alkenyl groups.
Advantageously, the hydrocarbon-based groups are linear.
Mention may be made, for example, of the compounds of formula (V) such as the diacyloxyethyldimethylammonium, diacyloxyethylhydroxyethylmethylammonium, monoacyloxyethyldihydroxyethylmethylammonium, triacyloxyethylmethylammonium and monoacyloxyethylhydroxyethyldimethylammonium salts (notably chloride or methyl sulfate), and mixtures thereof. The acyl groups preferably contain 14 to 18 carbon atoms and are derived more particularly from a plant oil such as palm oil or sunflower oil. When the compound contains several acyl groups, these groups may be identical or different.
These products are obtained, for example, by direct esterification of triethanolamine, triisopropanolamine, an alkyldiethanolamine or an alkyldiisopropanolamine, which are optionally oxyalkylenated, with C10-C30 fatty acids or with mixtures of C10-C30 fatty acids of plant or animal origin, or by transesterification of the methyl esters thereof. This esterification is followed by a quaternization using an alkylating agent such as an alkyl halide (preferably a methyl or ethyl halide), a dialkyl sulfate (preferably a methyl or ethyl sulfate), methyl methanesulfonate, methyl paratoluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin. Such compounds are sold, for example, under the names Dehyquart® by the company Henkel, Stepanquat® by the company Stepan, Noxamium® by the company CECA or Rewoquat® WE 18 by the company Rewo-Witco.
The composition according to the invention may contain, for example, a mixture of quaternary ammonium monoester, diester and triester salts with a weight majority of diester salts.
Use may also be made of the ammonium salts containing at least one ester function that are described in patents US-A-4 874 554 and US-A-4 137 180.
Use may be made of behenoylhydroxypropyltrimethylammonium chloride sold by KAO under the name Quatarmin BTC 131 .
Preferably, the ammonium salts containing at least one ester function contain two ester functions.
Among the quaternary ammonium salts containing at least one ester function that may be used, it is preferred to use dipalmitoylethylhydroxyethylmethylammonium salts.
The term “fatty amine” means a compound comprising at least one optionally (poly)oxyalkylenated primary, secondary or tertiary amine function, or salts thereof and comprising at least one C6-C30 and preferably Cs-Cso hydrocarbon-based chain. Preferably, the fatty amines of use according to the invention are not (poly)oxyalkylenated.
Fatty amines that may be mentioned include amidoamines. The amidoamines according to the invention may be chosen from fatty amidoamines, it being possible for the fatty chain to be borne by the amine group or by the amido group.
The term “amidoamine” means a compound comprising at least one amide function and at least one primary, secondary or tertiary amine function.
The term “fatty amidoamine” means an amidoamine comprising, in general, at least one Ce-Cso hydrocarbon-based chain. Preferably, the fatty amidoamines of use according to the invention are not quaternized.
Preferably, the fatty amidoamines of use according to the invention are not (poly)oxyalkylenated.
Mention may be made, among the fatty amidoamines of use according to the invention, of the amidoamines of following formula (VI): RCONHR”N(R’)2
(VI) in which:
- R represents a substituted or unsubstituted, linear or branched, saturated or unsaturated monovalent hydrocarbon-based radical containing from 5 to 29 carbon atoms, preferably from 7 to 23 carbon atoms, and in particular a linear or branched C5-C29 and preferably C7-C23 alkyl radical, or a linear or branched C5-C29 and preferably C7-C23 alkenyl radical;
- R” represents a divalent hydrocarbon-based radical containing less than 6 carbon atoms, preferably from 2 to 4 carbon atoms and better still 3 carbon atoms; and - R’, which may be identical or different, represent a substituted or unsubstituted, saturated or unsaturated, linear or branched, monovalent hydrocarbon-based radical containing less than 6 carbon atoms, preferably from 1 to 4 carbon atoms, preferably a methyl radical.
The fatty amidoamines of formula (VI) are chosen, for example, from oleamidopropyldimethylamine, stearamidopropyldimethylamine, notably the product sold by the company Index Chemical Company under the name Lexamine S13, isostearamidopropyldimethylamine, stearamidoethyldimethylamine, lauramidopropyldimethylamine, myristamidopropyldimethylamine behenamidopropyldimethylamine, dilinoleamidopropyldimethylamine palmitamidopropyldimethylamine, ricinoleamindopropyldimethylamine soyamidopropyldimethylamine, avocadoamidopropyldimethylamine cocamidopropyldimethylamine, minkamidopropyldimethylamine oatamidopropyldimethylamine, sesamidopropyldimethylamine tallamidopropyldimethylamine, olivamidopropyldimethylamine palmitamidopropyldimethylamine, stearamidoethyldiethylamine brassicamidopropyldimethylamine and mixtures thereof.
Preferably, the fatty amidoamines are chosen from oleamidopropyldimethylamine, stearamidopropyldimethylamine, brassicamidopropyldimethylamine and mixtures thereof.
The cationic surfactant(s) are preferably chosen from those of formula (II), those of formula (V), those of formula (VI), and mixtures thereof; better still from those of formula (II) and/or of formula (VI); even better still from those of formula (II). Preferentially, the cationic surfactant(s) may be chosen from salts such as chlorides, bromides or methosulfates, of tetraalkylammonium, for instance dialkyldimethylammonium or alkyltrimethylammonium salts in which the alkyl group includes from about 12 to 22 carbon atoms, in particular behenyltrimethylammonium, distearyldimethylammonium, cetyltrimethylammonium or benzyldimethylstearylammonium salts; dipalmitoylethylhydroxyethylmethylammonium salts such as dipalmitoylethylhydroxyethylmethylammonium methosulfate; and mixtures thereof.
Even more preferentially, they are chosen from cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, dipalmitoylethylhydroxyethylmethylammonium methosulfate, and mixtures thereof.
When they are present, the total content of cationic surfactant(s) in the composition according to the invention preferably ranges from 0.1 % to 10% by weight, notably from 0.2% to 8% by weight, better still from 0.3% to 7% by weight, even better still from 0.5% to 5% by weight, relative to the total weight of the composition.
In a preferred embodiment of the invention, the ratio by weight of the total content of cationic surfactant(s) to the total content of compounds of amino acid type is greater than or equal to 1 .
Cationic polymers
The composition according to the invention may optionally comprise one or more cationic polymers.
The term “cationic polymer” denotes any non-silicone (not comprising any silicon atoms) polymer containing cationic groups and/or groups that can be ionized into cationic groups and not containing any anionic groups and/or groups that can be ionized into anionic groups.
The cationic polymers that may be employed preferably have a cationic charge density of less than or equal to 5 milliequivalents/gram (meq/g), better still of less than or equal to 4 meq/g.
The cationic charge density of a polymer corresponds to the number of moles of cationic charges per unit mass of polymer under the conditions where the latter is completely ionized. It may be determined by calculation if the structure of the polymer is known, i.e. the structure of the monomers constituting the polymer and their molar proportion or weight proportion. It may also be determined experimentally by the Kjeldahl method.
The cationic polymers that may be used preferably have a weight-average molar mass (Mw) of between 500 and 5x106 approximately and preferably between 103 and 3x106 approximately.
The cationic polymers that may be employed are preferably non-associative.
Among the cationic polymers that may be used, mention may be made of:
(1 ) homopolymers or copolymers derived from acrylic or methacrylic esters or amides and including at least one of the units having the following formulae:
Figure imgf000027_0001
in which:
- Fte, which may be identical or different, denote a hydrogen atom or a CH3 radical; - A, which may be identical or different, represent a linear or branched divalent alkyl group of 1 to 6 carbon atoms, preferably 2 or 3 carbon atoms, or a hydroxyalkyl group of 1 to 4 carbon atoms;
- F , Rs and Re, which may be identical or different, represent an alkyl group containing from 1 to 18 carbon atoms or a benzyl radical, preferably an alkyl group containing from 1 to 6 carbon atoms;
- Ri and R2, which may be identical or different, represent a hydrogen atom or an alkyl group containing from 1 to 6 carbon atoms, preferably methyl or ethyl;
- X denotes an anion derived from a mineral or organic acid, such as a methosulfate anion or a halide such as chloride or bromide.
The copolymers of family (1 ) may also contain one or more units derived from comonomers that may be chosen from the family of acrylamides, methacrylamides, diacetone acrylamides, acrylamides and methacrylamides substituted on the nitrogen with lower (C1 -C4) alkyls, acrylic or methacrylic acid esters, vinyllactams such as vinylpyrrolidone or vinylcaprolactam, and vinyl esters.
Among these copolymers of family (1 ), mention may be made of:
- copolymers of acrylamide and of dimethylaminoethyl methacrylate quaternized with dimethyl sulfate or with a dimethyl halide, such as the product sold under the name Hercofloc by the company Hercules,
- copolymers of acrylamide and of methacryloyloxyethyltrimethylammonium chloride, such as the products sold under the name Bina Quat P 100 by the company Ciba Geigy,
- the copolymer of acrylamide and of methacryloyloxyethyltrimethylammonium methosulfate, such as the product sold under the name Reten by the company Hercules,
- quaternized or non-quaternized vinylpyrrolidone/dialkylaminoalkyl acrylate or methacrylate copolymers, such as the products sold under the name Gafquat by the company ISP, for instance Gafquat 734 or Gafquat 755, or alternatively the products known as Copolymer 845, 958 and 937,
- dimethylaminoethyl methacrylate/vinylcaprolactam/vinylpyrrolidone terpolymers, such as the product sold under the name Gaffix VC 713 by the company ISP,
- vinylpyrrolidone/methacrylamidopropyldimethylamine copolymers, such as the products sold under the name Styleze CC 10 by ISP;
- quaternized vinylpyrrolidone/dimethylaminopropylmethacrylamide copolymers such as the product sold under the name Gafquat HS 100 by the company ISP;
- preferably crosslinked polymers of methacryloyloxy(C1 -C4)alkyltri (C1 - C4)alkylammonium salts, such as the polymers obtained by homopolymerization of dimethylaminoethyl methacrylate quaternized with methyl chloride, or by copolymerization of acrylamide with dimethylaminoethyl methacrylate quaternized with methyl chloride, the homopolymerization or copolymerization being followed by crosslinking with an olefinically unsaturated compound, in particular methylenebisacrylamide. Use may be made more particularly of a crosslinked acrylamide/methacryloyloxyethyltrimethylammonium chloride copolymer (20/80 by weight) in the form of a dispersion comprising 50% by weight of said copolymer in mineral oil. This dispersion is sold under the name Salcare® SC 92 by the company Ciba. Use may also be made of a crosslinked methacryloyloxyethyltrimethylammonium chloride homopolymer comprising approximately 50% by weight of the homopolymer in mineral oil or in a liquid ester. These dispersions are sold under the names Salcare® SC 95 and Salcare® SC 96 by the company Ciba.
(2) cationic polysaccharides, notably cationic celluloses and galactomannan gums. Among the cationic polysaccharides, mention may be made more particularly of cellulose ether derivatives including quaternary ammonium groups, cationic cellulose copolymers or cellulose derivatives grafted with a water-soluble quaternary ammonium monomer and cationic galactomannan gums.
The cellulose ether derivatives including quaternary ammonium groups are notably described in FR 1 492 597; they are also defined in the CTFA dictionary as quaternary ammoniums of hydroxyethylcellulose that has reacted with an epoxide substituted with a trimethylammonium group.
Mention may notably be made of the polymers sold under the name Ucare Polymer JR (JR 400 LT, JR 125 and JR 30M) or LR (LR 400 and LR 30M) by the company Amerchol.
Cationic cellulose copolymers and cellulose derivatives grafted with a water-soluble quaternary ammonium monomer are described notably in patent US 4 131 576; mention may be made of hydroxyalkyl celluloses, for instance hydroxymethyl, hydroxyethyl or hydroxypropyl celluloses notably grafted with a methacryloylethyltrimethylammonium, methacrylamidopropyltrimethylammonium or dimethyldiallylammonium salt. Mention may be made most particularly of crosslinked or non-crosslinked quaternized hydroxyethylcelluloses, the quaternizing agent notably possibly being diallyldimethylammonium chloride; and most particularly hydroxypropyltrimethylammonium hydroxyethylcellulose.
Among the commercial products corresponding to this definition, mention may be made of the products sold under the names Celquat L 200 and Celquat H 100 by the company National Starch.
A particularly preferred cationic cellulose that may notably be mentioned is the polymer having the INCI name Polyquaternium-10.
The cationic galactomannan gums are notably described in patents US 3 589 578 and US 4 031 307; mention may be made of cationic guar gums, notably those comprising cationic trialkylammonium groups, notably trimethylammonium. Mention may thus be made of guar gums modified with a 2,3- epoxypropyltrimethylammonium salt (for example a chloride). Preferably, 2% to 30% by number of the hydroxyl functions of the guar gums bear cationic trialkylammonium groups. Even more preferentially, 5% to 20% by number of the hydroxyl functions of these guar gums are branched with cationic trialkylammonium groups. Among these trialkylammonium groups, mention may most particularly be made of the trimethylammonium and triethylammonium groups. Even more preferentially, these groups represent from 5% to 20% by weight relative to the total weight of the modified guar gum. According to the invention, guar gums modified with 2,3-epoxypropyltrimethylammonium chloride may be used.
Mention may be made in particular of the products having the INCI names Hydroxypropyl guar hydroxypropyltrimonium chloride and Guar hydroxypropyltrimonium chloride. Such products are notably sold under the names Jaguar C13S, Jaguar C15, Jaguar C17 and Jaguar C162 by the company Solvay.
Among the cationic polysaccharides that may be used, mention may also be made of cationic derivatives of cassia gum, notably those including quaternary ammonium groups; in particular, mention may be made of the product having the INCI name Cassia hydroxypropyltrimonium chloride.
(3) polymers formed from piperazinyl units and divalent alkylene or hydroxyalkylene radicals containing linear or branched chains, optionally interrupted with oxygen, sulfur or nitrogen atoms or with aromatic or heterocyclic rings, and also the oxidation and/or quaternization products of these polymers;
(4) water-soluble polyaminoamides prepared in particular by polycondensation of an acidic compound with a polyamine; these polyaminoamides can be crosslinked with an epihalohydrin, a diepoxide, a dianhydride, an unsaturated dianhydride, a bis-unsaturated derivative, a bis-halohydrin, a bis-azetidinium, a bis- haloacyldiamine, a bis-alkyl halide or alternatively with an oligomer resulting from the reaction of a difunctional compound which is reactive with a bis-halohydrin, a bis-azetidinium, a bis-haloacyldiamine, a bis-alkyl halide, an epihalohydrin, a diepoxide or a bis-unsaturated derivative; the crosslinking agent being used in proportions ranging from 0.025 to 0.35 mol per amine group of the polyamino amide; these polyaminoamides can be alkylated or, if they include one or more tertiary amine functions, they can be quaternized;
(5) polyaminoamide derivatives resulting from the condensation of polyalkylene polyamines with polycarboxylic acids followed by alkylation with difunctional agents; Mention may be made, for example, of adipic acid/dialkylaminohydroxyalkyldialkylenetriamine polymers in which the alkyl radical includes from 1 to 4 carbon atoms and preferably denotes methyl, ethyl or propyl. Among these derivatives, mention may be made more particularly of the adipic acid/dimethylaminohydroxypropyl/diethylenetriamine polymers sold under the name Cartaretine F, F4 or F8 by the company Sandoz. (6) polymers obtained by reacting a polyalkylene polyamine including two primary amine groups and at least one secondary amine group with a dicarboxylic acid chosen from diglycolic acid and saturated aliphatic dicarboxylic acids containing from 3 to 8 carbon atoms; the mole ratio between the polyalkylene polyamine and the dicarboxylic acid preferably being between 0.8:1 and 1.4:1 ; the resulting polyaminoamide being reacted with epichlorohydrin in a mole ratio of epichlorohydrin relative to the secondary amine group of the polyaminoamide preferably of between 0.5:1 and 1.8:1. Polymers of this type are sold in particular under the name Hercosett 57 by the company Hercules Inc. or under the name PD 170 or Delsette 101 by the company Hercules in the case of the adipic acid/epoxy-propyl/diethylenetriamine copolymer.
(7) cyclopolymers of alkyldiallylamine or of dialkyldiallylammonium, such as the homopolymers or copolymers including, as main constituent of the chain, units corresponding to formula (I) or (II):
Figure imgf000031_0001
in which
- k and t are equal to 0 or 1 , the sum k + t being equal to 1 ;
- Ri2 denotes a hydrogen atom or a methyl radical;
- Rio and Rn, independently of each other, denote a Ci-Ce alkyl group, a C1-C5 hydroxyalkyl group, a C1-C4 amidoalkyl group; or alternatively R10 and Rn may denote, together with the nitrogen atom to which they are attached, a heterocyclic group such as piperidinyl or morpholinyl; R10 and R11, independently of each other, preferably denote a C1-C4 alkyl group;
- Y is an anion such as bromide, chloride, acetate, borate, citrate, tartrate, bisulfate, bisulfite, sulfate or phosphate.
Mention may be made more particularly of the homopolymer of dimethyldiallylammonium salts (for example chloride) (INCI name polyquaternium- 6) for example sold under the name Merquat 100 by the company Nalco and the copolymers of diallyldimethylammonium salts (for example chloride) and of acrylamide (INCI name polyquaternium-7), notably sold under the name Merquat 550 or Merquat 7SPR;
(8) quaternary diammonium polymers comprising repeating units of formula:
Figure imgf000032_0001
in which:
- Ri3, R14, RIS and R-ie, which may be identical or different, represent aliphatic, alicyclic or arylaliphatic radicals comprising from 1 to 20 carbon atoms or C1-C12 hydroxyalkyl aliphatic radicals; or else R13, R14, R15 and R16, together or separately, form, with the nitrogen atoms to which they are attached, heterocycles optionally comprising a second non- nitrogen heteroatom; or else R13, R14, R15 and R16 represent a linear or branched Ci-Ce alkyl radical substituted with a nitrile, ester, acyl, amide or -CO-O-R17-D or -CO-NH-R17-D group, where R17 is an alkylene and D is a quaternary ammonium group;
- A1 and B1 represent linear or branched, saturated or unsaturated, divalent polymethylene groups comprising from 2 to 20 carbon atoms, which may contain, linked to or intercalated in the main chain, one or more aromatic rings or one or more oxygen or sulfur atoms or sulfoxide, sulfone, disulfide, amino, alkylamino, hydroxyl, quaternary ammonium, ureido, amide or ester groups, and
- X- denotes an anion derived from a mineral or organic acid; it being understood that A1, R13 and R15 can form, with the two nitrogen atoms to which they are attached, a piperazine ring; in addition, if A1 denotes a linear or branched, saturated or unsaturated alkylene or hydroxyalkylene radical, B1 may also denote a group (CH2)n-CO-D-OC-(CH2)p- with n and p, which may be identical or different, being integers ranging from 2 to 20, and D denoting: a) a glycol residue of formula -O-Z-O-, in which Z denotes a linear or branched hydrocarbon-based radical or a group corresponding to one of the following formulae: -(CH2CH2O)x-CH2CH2- and -[CH2CH(CH3)O]y-CH2CH(CH3)- , in which x and y denote an integer from 1 to 4, representing a defined and unique degree of polymerization or any number from 1 to 4 representing an average degree of polymerization; b) a bis-secondary diamine residue, such as a piperazine derivative; c) a bis-primary diamine residue of formula -NH-Y-NH-, in which Y denotes a linear or branched hydrocarbon-based radical, or else the divalent radical -CH2- CH2-S-S-CH2-CH2-; d) a ureylene group of formula -NH-CO-NH-.
Preferably, X- is an anion, such as chloride or bromide. These polymers have a number-average molar mass (Mn) generally of between 1000 and 100 000.
Mention may be made more particularly of polymers which are constituted of repeating units corresponding to the formula:
Figure imgf000033_0001
in which R1 , R2, R3 and R4, which may be identical or different, denote an alkyl or hydroxyalkyl radical containing from 1 to 4 carbon atoms, n and p are integers ranging from 2 to 20, and X- is an anion derived from a mineral or organic acid.
A particularly preferred compound of formula (IV) is the one for which Ri , R2, R3 and R4 represent a methyl radical, n = 3, p = 6 and X = Cl, known as Hexadimethrine chloride according to the INCI (CTFA) nomenclature.
(9) polyquaternary ammonium polymers comprising units of formula (V):
Figure imgf000033_0002
in which:
- R18, R19, R20 and R21 , which may be identical or different, represent a hydrogen atom or a methyl, ethyl, propyl, [3-hydroxyethyl, [3-hydroxypropyl or - CH2CH2(OCH2CH2)POH radical, in which p is equal to 0 or to an integer between 1 and 6, with the proviso that R , R19, R20 and R21 do not simultaneously represent a hydrogen atom,
- r and s, which may be identical or different, are integers between 1 and 6,
- q is equal to 0 or to an integer between 1 and 34,
- X- denotes an anion such as a halide,
- A denotes a divalent dihalide radical or preferably represents -CH2-CH2-O-CH2- CH2-.
Examples that may be mentioned include the products Mirapol® A 15, Mirapol® AD1 , Mirapol® AZ1 and Mirapol® 175 sold by the company MiranoL
(10) quaternary polymers of vinylpyrrolidone and of vinylimidazole, for instance the products sold under the names Luviquat® FC 905, FC 550 and FC 370 by the company BASF.
(1 1 ) polyamines such as Polyquart® H sold by Cognis, which is referenced under the name Polyethylene Glycol (15) Tallow Polyamine in the CTFA dictionary;
(12) polymers including in their structure:
(a) one or more units corresponding to formula (A) below:
Figure imgf000033_0003
(b) optionally one or more units corresponding to formula (B) below:
Figure imgf000034_0001
In other words, these polymers may be notably chosen from homopolymers or copolymers including one or more units derived from vinylamine and optionally one or more units derived from vinylformamide.
Preferably, these cationic polymers are chosen from polymers including, in their structure, from 5 mol% to 100 mol% of units corresponding to formula (A) and from 0 to 95 mol% of units corresponding to formula (B), preferentially from 10 mol% to 100 mol% of units corresponding to formula (A) and from 0 to 90 mol% of units corresponding to formula (B).
These polymers may be obtained, for example, by partial hydrolysis of polyvinylformamide. This hydrolysis may take place in acidic or basic medium.
The weight-average molecular mass of said polymer, measured by light scattering, may range from 1000 to 3 000 000 g/mol, preferably from 10 000 to 1 000 000 and more particularly from 100 000 to 500 000 g/mol.
The polymers including units of formula (A) and optionally units of formula (B) are notably sold under the name Lupamin by the company BASF, for instance, in a nonlimiting manner, the products sold under the names Lupamin 9095, Lupamin 5095, Lupamin 1095, Lupamin 9030 (or Luviquat 9030) and Lupamin 9010.
Preferably, the cationic polymers that may be employed in the context of the invention are chosen, alone or as a mixture, from cationic polysaccharides, notably cationic celluloses, such as Polyquaternium-10; cationic galactomannan gums, notably cationic guar gums; and also mixtures thereof.
When they are present, the composition according to the invention may comprise the cationic polymer(s) in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition.
When they are present, the composition according to the invention may comprise the cationic polysaccharide(s) in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition.
Nonionic polysaccharides
The composition according to the invention may optionally comprise one or more nonionic polysaccharides.
The nonionic polysaccharides are preferably chosen, alone or as a mixture, from celluloses, starches, galactomannans and their nonionic derivatives, notably their ethers or esters. These polymers may be physically or chemically modified. Mention may be made, as physical treatment, of the temperature and mention may be made, as chemical treatment, of esterification, etherification, amidation and oxidation reactions, in so far as these treatments make it possible to give polymers that are nonionic.
As galactomannans that may be used, mention may be made of nonionic guar gums which can be modified with (poly)hydroxy(Ci-C6)alkyl groups, notably hydroxymethyl, hydroxyethyl, hydroxypropyl and hydroxybutyl groups.
These guar gums are well known from the prior art and may be prepared, for example, by reacting corresponding alkene oxides, for instance propylene oxides, with the guar gum so as to obtain a guar gum modified with hydroxypropyl groups. The degree of hydroxyalkylation preferably ranges from 0.4 to 1 .2 and corresponds to the number of alkylene oxide molecules consumed by the number of free hydroxyl functions present on the guar gum.
Such nonionic guar gums optionally modified with hydroxyalkyl groups are, for example, sold under the trade names Jaguar HP8, Jaguar HP60, Jaguar HP120, Jaguar HP105 SGI and Jaguar HP8 SGI by the company Rhodia Chimie.
The botanical origin of the starch molecules that may be used in the present invention may be cereals or tubers. Thus, the starches are chosen, for example, from corn starch, rice starch, cassava starch, barley starch, potato starch, wheat starch, sorghum starch and pea starch. The starches may be chemically or physically modified, notably by one or more of the following reactions: pregelatinization, oxidation, crosslinking, esterification, etherification, amidation, heat treatments.
The starch molecules may be derived from any plant source of starch, in particular such as corn, potato, oat, rice, tapioca, sorghum, barley or wheat. It is also possible to use hydrolysates of the starches mentioned above. The starch is preferably derived from potato.
The nonionic polysaccharides may also be cellulose-based polymers not including a C10-C30 fatty chain in their structure.
According to the invention, the term “cellulose-based” refers to any polysaccharide compound bearing in its structure sequences of glucose residues linked together by (3-1 ,4 bonds; the cellulose-based polymers may be unsubstituted celluloses, and/or derivatives of nonionic celluloses.
Thus, the cellulose-based polymers that may be used according to the invention may be chosen from unsubstituted celluloses, including those in a microcrystalline form, and cellulose ethers. Among these cellulose-based polymers, cellulose ethers, cellulose esters and cellulose ether/esters are distinguished.
Among the nonionic cellulose ethers that may be mentioned are (Ci- C4)alkylcelluloses, such as methylcelluloses and ethylcelluloses (for example Ethocel Standard 100 Premium from Dow Chemical); (poly)hydroxy(Ci- C4)alkylcelluloses, such as hydroxymethylcelluloses, hydroxyethylcelluloses (for example Natrosol 250 HHR sold by Aquaion) and hydroxypropylcelluloses (for example Klucel EF from Aquaion); mixed (poly)hydroxy(Ci-C4)alkyl(Ci- C4)alkylcelluloses, such as hydroxypropylmethylcelluloses (for example Methocel E4M from Dow Chemical), hydroxyethylmethylcelluloses, hydroxyethylethylcelluloses (for example Bermocoll E 481 FQ from Akzo Nobel) and hydroxybutylmethylcelluloses.
Preferably, the nonionic polysaccharides are chosen, alone or as a mixture, from celluloses, galactomannans and their nonionic derivatives, notably their ethers; and better still, alone or as a mixture, from nonionic guar gums optionally modified with (poly)hydroxy(Ci-C6)alkyl, in particular hydroxypropyl, groups; and/or celluloses, which are substituted or substituted, and cellulose ethers, such as (C-i- C4)alkylcelluloses and (poly)hydroxy(Ci-C4)alkylcelluloses.
Preferably, the nonionic polysaccharides are chosen, alone or as a mixture, from nonionic guar gums optionally modified with (poly)hydroxy(Ci-C6)alkyl, notably hydroxypropyl (INCI name: Hydroxypropyl Guar), groups.
When they are present, the composition according to the invention may comprise the nonionic polysaccharide(s) in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition.
When they are present, the composition according to the invention may comprise the nonionic polysaccharide(s) chosen from celluloses, galactomannans and their nonionic derivatives, notably their ethers, and mixtures thereof, in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition.
In a preferred embodiment, the composition according to the invention may comprise one or more cationic polymers and one or more nonionic polysaccharides; notably one or more cationic polysaccharides and one or more nonionic polysaccharides; better still one or more cationic polysaccharides chosen from cationic guar gums and cationic celluloses, and one or more nonionic guar gums.
Nonionic surfactants
The composition according to the invention may optionally comprise one or more nonionic surfactants.
Examples of nonionic surfactants that may be mentioned include the following compounds, alone or as a mixture:
- oxyalkylenated (C8-C24)alkylphenols;
- saturated or unsaturated, linear or branched, oxyalkylenated or glycerolated Cs- C40 alcohols, preferably including one or two fatty chains; - saturated or unsaturated, linear or branched, oxyalkylenated Cs to C30 fatty acid amides;
- esters of saturated or unsaturated, linear or branched, Cs to C30 acids and of polyethylene glycols;
- preferably oxyethylenated esters of saturated or unsaturated, linear or branched, Cs to C30 acids and of sorbitol;
- fatty acid esters of sucrose;
- optionally oxyalkylenated alkyl (poly)glycosides (0 to 10 oxyalkylene units) which may comprise from 1 to 15 glucose units;
- saturated or unsaturated oxyethylenated plant oils;
- condensates of ethylene oxide and/or of propylene oxide;
- N-(Cs-C3o)alkylglucamine and N-(Cs-C3o)acylmethylglucamine derivatives;
- amine oxides.
The oxyalkylene units are more particularly oxyethylene or oxypropylene units, or a combination thereof, preferably oxyethylene units.
The number of moles of ethylene oxide and/or propylene oxide preferably ranges from 1 to 250, more particularly from 2 to 100 and better still from 2 to 50; the number of moles of glycerol ranges notably from 1 to 50 and better still from 1 to 10.
Advantageously, the nonionic surfactants according to the invention do not comprise any oxypropylene units.
Preferably, they comprise a number of moles of ethylene oxide ranging from 1 to 250, notably from 2 to 100 and better still from 2 to 50.
As examples of glycerolated nonionic surfactants, use is preferably made of monoglycerolated or polyglycerolated Cs to C40 alcohols, comprising from 1 to 50 mol of glycerol and preferably from 1 to 10 mol of glycerol.
Mention may be made of lauryl alcohol containing 4 mol of glycerol (INCI name: Polyglyceryl-4 Lauryl Ether), lauryl alcohol containing 1.5 mol of glycerol, oleyl alcohol containing 4 mol of glycerol (INCI name: Polyglyceryl-4 Oleyl Ether), oleyl alcohol containing 2 mol of glycerol (INCI name: Polyglyceryl-2 Oleyl Ether), cetearyl alcohol containing 2 mol of glycerol, cetearyl alcohol containing 6 mol of glycerol, oleyl/cetyl alcohol containing 6 mol of glycerol, and octadecanol containing 6 mol of glycerol.
Among the glycerolated alcohols, it is more particularly preferred to use the Cs to C10 alcohol containing 1 mol of glycerol, the C10 to C12 alcohol containing 1 mol of glycerol and the C12 alcohol containing 1 .5 mol of glycerol.
Nonionic surfactants of alkyl (poly)glycoside type may notably be represented by the following general formula: R1 O-(R2O)t-(G)v in which:
- R1 represents a linear or branched alkyl or alkenyl radical including 6 to 24 carbon atoms and notably 8 to 18 carbon atoms, or an alkylphenyl radical of which the linear or branched alkyl radical includes 6 to 24 carbon atoms and notably 8 to 18 carbon atoms, - R2 represents an alkylene radical including 2 to 4 carbon atoms;
- G represents a sugar unit including 5 to 6 carbon atoms;
- 1 denotes a value ranging from 0 to 10 and preferably from 0 to 4;
- v denotes a value ranging from 1 to 15 and preferably from 1 to 4.
Preferably, the alkyl(poly)glycoside surfactants are compounds of the formula described above in which:
- R1 denotes a linear or branched, saturated or unsaturated alkyl radical including from 8 to 18 carbon atoms,
- R2 represents an alkylene radical including 2 to 4 carbon atoms;
- 1 denotes a value ranging from 0 to 3 and preferably equal to 0,
- G denotes glucose, fructose or galactose, preferably glucose,
- it being possible for the degree of polymerization, i.e. the value of v, to range from 1 to 15 and preferably from 1 to 4; the mean degree of polymerization more particularly being between 1 and 2.
The glucoside bonds between the sugar units are generally of 1 -6 or 1 -4 type and preferably of 1 -4 type. Preferably, the alkyl(poly)glycoside surfactant is an alkyl(poly)glucoside surfactant. C8/C16 alkyl (poly)glucosides of 1 -4 type, and notably decyl glucosides and caprylyl/capryl glucosides, are most particularly preferred.
Among the commercial products, mention may be made of the products sold by the company Cognis under the names Plantaren® (600 CS/U, 1200 and 2000) or Plantacare® (818, 1200 and 2000); the products sold by the company SEPPIC under the names Oramix CG 110 and Oramix® NS 10; the products sold by the company BASF under the name Lutensol GD 70, or the products sold by the company Chem Y under the name AGI O LK.
Preferably, use is made of C8/C16 alkyl (poly)glycosides of 1 -4 type, notably as an aqueous 53% solution, such as those sold by Cognis under the reference Plantacare® 818 UP.
The nonionic surfactant(s) used in the composition according to the invention are preferentially chosen, alone or as a mixture, from:
- saturated or unsaturated, linear or branched, oxyethylenated Cs to C40 alcohols comprising from 1 to 100 mol of ethylene oxide, preferably from 2 to 50 and more particularly from 2 to 40 mol of ethylene oxide and preferably including one or two fatty chains;
- saturated or unsaturated oxyethylenated plant oils comprising from 1 to 100 and preferably from 2 to 50 mol of ethylene oxide;
- (Cs-C3o)alkyl (poly)glycosides which are optionally oxyalkylenated, preferably with from 0 to 10 mol of ethylene oxide, and which comprise from 1 to 15 glucose units;
- monoglycerolated or polyglycerolated Cs to C40 alcohols, comprising from 1 to 50 mol of glycerol and preferably from 1 to 10 mol of glycerol;
- saturated or unsaturated, linear or branched, oxyalkylenated Cs to C30 fatty acid amides; - esters of saturated or unsaturated, linear or branched, Cs to C30 acids and of polyethylene glycols;
- preferably oxyethylenated esters of saturated or unsaturated, linear or branched, Cs to C30 acids and of sorbitol;
More preferentially, the nonionic surfactant(s) used in the composition according to the invention are chosen, alone or as a mixture, from:
- saturated or unsaturated, linear or branched, oxyethylenated Cs to C40 alcohols comprising from 1 to 100 mol of ethylene oxide, preferably from 2 to 50 and more particularly from 2 to 40 mol of ethylene oxide and including one or two fatty chains, notably at least one C8-C20, notably C10-C18, alkyl chain,
- preferably oxyethylenated esters of saturated or unsaturated, linear or branched, Cs to C30 acids and of sorbitol, and
- (Cs-C3o)alkyl(poly)glucosides, which are optionally oxyalkylenated, preferably comprising from 0 to 10 mol of ethylene oxide and comprising 1 to 15 glucose units.
Preferably, the composition according to the invention comprises the nonionic surfactant(s) in a total content ranging from 0.05% to 10% by weight, preferably from 0.1 % to 5% by weight, preferentially from 0.2% to 3% by weight, relative to the total weight of the composition according to the invention.
Fattv substance
The composition according to the invention may optionally comprise one or more non-silicone fatty substances, which may be chosen from solid fatty substances, liquid fatty substances and mixtures thereof.
The term “non-silicone fatty substance” means a fatty substance not containing any Si-0 bonds.
The term “solid fatty substance” means a fatty substance having a melting point of greater than 25°C, preferably greater than or equal to 28°C, preferentially greater than or equal to 30°C, at atmospheric pressure (1.013 x 105 Pa).
Advantageously, the solid fatty substances that may be used in the present invention are neither (poly)oxyalkylenated nor (poly)glycerolated.
The solid fatty substances may be chosen from solid fatty acids, solid fatty alcohols, solid esters of fatty acids and/or of fatty alcohols, waxes and ceramides, and mixtures thereof.
The term “fatty acid” means a long-chain carboxylic acid comprising from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms. The solid fatty acids according to the invention preferentially comprise from 10 to 30 carbon atoms and better still from 14 to 22 carbon atoms. These fatty acids are neither oxyalkylenated nor glycerolated. The solid fatty acids that may be used in the present invention are notably chosen from myristic acid, cetylic acid, stearylic acid, palmitic acid, stearic acid, lauric acid, behenic acid, and mixtures thereof. Said fatty acids are different from the (poly)hydroxylated carboxylic acids comprising from 2 to 8 carbon atoms described previously.
The term “fatty alcohol” means a long-chain aliphatic alcohol comprising from 6 to 40 carbon atoms, preferably from 8 to 30 carbon atoms, and comprising at least one hydroxyl group OH. These fatty alcohols are neither oxyalkylenated nor glycerolated. The solid fatty alcohols may be saturated or unsaturated, and linear or branched, and include from 8 to 40 carbon atoms, preferably from 10 to 30 carbon atoms, better still from 12 to 30 carbon atoms. Preferably, the solid fatty alcohols have the structure R-OH with R denoting a linear alkyl group, optionally substituted with one or more hydroxyl groups, comprising from 8 to 40, preferentially from 10 to 30 carbon atoms, better still from 12 to 30, or even from 12 to 24 atoms and even better still from 14 to 22 carbon atoms. The solid fatty alcohols that may be used are preferably chosen from saturated, and linear or branched, preferably linear and saturated, (mono)alcohols including from 8 to 40 carbon atoms, better still from 10 to 30, or even from 12 to 24 atoms and better still from 14 to 22 carbon atoms.
The solid fatty alcohols that may be used may be chosen, alone or as a mixture, from:
- myristyl alcohol (or 1 -tetradecanol);
- cetyl alcohol (or 1 -hexadecanol);
- stearyl alcohol (or 1 -octadecanol);
- arachidyl alcohol (or 1 -eicosanol);
- behenyl alcohol (or 1 -docosanol);
- lignoceryl alcohol (or 1 -tetracosanol);
- ceryl alcohol (or 1 -hexacosanol);
- montanyl alcohol (or 1 -octacosanol);
- myricyl alcohol (or 1 -triacontanol).
Preferentially, the solid fatty alcohol is chosen from cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, arachidyl alcohol, and mixtures thereof, such as cetylstearyl or cetearyl alcohol. Particularly preferably, the solid fatty alcohol is chosen from cetyl alcohol, stearyl alcohol or their mixtures, such as cetylstearyl alcohol; better still, the solid fatty alcohol is cetylstearyl alcohol.
The solid esters of a fatty acid and/or of a fatty alcohol that may be used are preferably chosen from the esters resulting from C9-C26 fatty carboxylic acid and/or from C9-C26 fatty alcohol.
Preferably, these solid fatty esters are esters of a linear or branched, saturated carboxylic acid including at least 10 carbon atoms, preferably from 10 to 30 carbon atoms and more particularly from 12 to 24 carbon atoms, and of a linear or branched, saturated monoalcohol, including at least 10 carbon atoms, preferably from 10 to 30 carbon atoms and more particularly from 12 to 24 carbon atoms. The saturated carboxylic acids may optionally be hydroxylated, and are preferably monocarboxylic acids.
Esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1 -C22 alcohols and esters of monocarboxylic, dicarboxylic or tricarboxylic acids and of C2-C26 dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy alcohols may also be used.
Mention may notably be made of octyldodecyl behenate, isocetyl behenate, cetyl lactate, stearyl octanoate, octyl octanoate, cetyl octanoate, decyl oleate, hexyl stearate, octyl stearate, myristyl stearate, cetyl stearate, stearyl stearate, octyl pelargonate, cetyl myristate, myristyl myristate, stearyl myristate, diethyl sebacate, diisopropyl sebacate, diisopropyl adipate, di-n-propyl adipate, dioctyl adipate, dioctyl maleate, octyl palmitate, myristyl palmitate, cetyl palmitate, stearyl palmitate, and mixtures thereof.
Preferably, the solid esters of a fatty acid and/or of a fatty alcohol are chosen from C9-C26 alkyl palmitates, notably myristyl, cetyl or stearyl palmitate; C9-C26 alkyl myristates, such as cetyl myristate, stearyl myristate and myristyl myristate; and C9- C26 alkyl stearates, notably myristyl, cetyl and stearyl stearate; and mixtures thereof. Particularly preferably, the solid esters of a fatty acid and/or of a fatty alcohol are chosen from myristyl stearate, myristyl palmitate and mixtures thereof.
For the purposes of the present invention, a wax is a lipophilic compound, which is solid at 25°C and atmospheric pressure, with a reversible solid/liquid change of state, having a melting point greater than about 40°C, which may be up to 200°C, and having in the solid state anisotropic crystal organization. In general, the size of the wax crystals is such that the crystals diffract and/or scatter light, giving the composition that comprises them a more or less opaque cloudy appearance. By bringing the wax to its melting point, it is possible to make it miscible with oils and to form a microscopically homogeneous mixture, but on returning the temperature of the mixture to room temperature, recrystallization of the wax, which is microscopically and macroscopically detectable (opalescence), is obtained.
In particular, the waxes that are suitable for use in the invention may be chosen from waxes of animal, plant or mineral origin, non-silicone synthetic waxes, and mixtures thereof.
Mention may notably be made of hydrocarbon-based waxes, for instance beeswax or modified beeswaxes (cera bellina), lanolin wax and lanolin derivatives, spermaceti; cork fiber or sugarcane waxes, olive tree wax, rice bran wax, carnauba wax, candelilla wax, ouricury wax, esparto grass wax, berry wax, shellac wax, Japan wax and sumac wax, absolute waxes of flowers; montan wax, orange wax, lemon wax, microcrystalline waxes, paraffins, petroleum jelly, lignite and ozokerite; polyethylene waxes, the waxes obtained by Fischer-Tropsch synthesis and waxy copolymers, and also esters thereof.
Mention may also be made of C20 to C60 microcrystalline waxes, such as Microwax HW
Mention may also be made of the MW 500 polyethylene wax sold under the reference Permalen 50-L Polyethylene.
Mention may also be made of the waxes obtained by catalytic hydrogenation of animal or plant oils containing linear or branched C8-C32 fatty chains. Among these waxes, mention may notably be made of isomerized jojoba oil such as transisomerized partially hydrogenated jojoba oil, notably the product manufactured or sold by the company Desert Whale under the commercial reference Iso-Jojoba-50®, hydrogenated sunflower oil, hydrogenated castor oil, hydrogenated coconut kernel oil, hydrogenated lanolin oil and bis(1 , 1 ,1 -trimethylolpropane) tetrastearate, notably the product sold under the name Hest 2T-4S® by the company Heterene.
The waxes obtained by hydrogenation of castor oil esterified with cetyl alcohol, such as those sold under the names Phytowax Castor 16L64® and 22L73® by the company Sophim, may also be used.
A wax that may also be used is a C20 to C40 alkyl (hydroxystearyloxy)stearate (the alkyl group comprising from 20 to 40 carbon atoms), alone or as a mixture. Such a wax is notably sold under the names Kester Wax K 82 P®, Hydroxypolyester K 82 P® and Kester Wax K 80 P® by the company Koster Keunen.
It is also possible to use microwaxes in the compositions of the invention; mention may notably be made of carnauba microwaxes, such as the product sold under the name MicroCare 350® by the company Micro Powders, synthetic-wax microwaxes, such as the product sold under the name MicroEase 114S® by the company Micro Powders, microwaxes constituted of a mixture of carnauba wax and polyethylene wax, such as the products sold under the names Micro Care 300® and 310® by the company Micro Powders, microwaxes constituted of a mixture of carnauba wax and of synthetic wax, such as the product sold under the name Micro Care 325® by the company Micro Powders, polyethylene microwaxes, such as the products sold under the names Micropoly 200®, 220®, 220L® and 250S® by the company Micro Powders, and polytetrafluoroethylene microwaxes, such as the products sold under the names Microslip 519® and 519 L® by the company Micro Powders.
The waxes are preferably chosen from mineral waxes, for instance paraffin, petroleum jelly, lignite or ozokerite wax; plant waxes, for instance cocoa butter, shea butter or cork fibre or sugar cane waxes, olive tree wax, rice bran wax, hydrogenated jojoba wax, ouricury wax, carnauba wax, candelilla wax, esparto grass wax, or absolute waxes of flowers, such as the essential wax of blackcurrant blossom sold by the company Bertin (France); waxes of animal origin, for instance beeswaxes or modified beeswaxes (cera bellina), spermaceti, lanolin wax and lanolin derivatives; microcrystalline waxes; and mixtures thereof.
Ceramides, or ceramide analogues, such as glycoceramides, that may be used in the compositions according to the invention, are known; mention may in particular be made of ceramides of classes I, II, III and V according to the Dawning classification.
The ceramides or analogues thereof that may be used preferably correspond to the following formula:
Figure imgf000043_0001
in which:
- R1 denotes a linear or branched, saturated or unsaturated alkyl group, derived from C14-C30 fatty acids, it being possible for this group to be substituted with a hydroxyl group in the alpha position, or a hydroxyl group in the omega position esterified with a saturated or unsaturated C16-C30 fatty acid;
- R2 denotes a hydrogen atom or a (glycosyl)n group, a (galactosyl)m group or a sulfogalactosyl group, in which n is an integer ranging from 1 to 4 and m is an integer ranging from 1 to 8;
- R3 denotes a C15-C26 hydrocarbon-based group which is saturated or unsaturated in the alpha position, it being possible for this group to be substituted with one or more C1 -C14 alkyl groups; it being understood that, in the case of natural ceramides or glycoceramides, R3 can also denote a C15-C26 a-hydroxyalkyl group, the hydroxyl group being optionally esterified with a C16-C30 a-hydroxy acid.
Preferentially, ceramides are used for which R1 denotes a saturated or unsaturated alkyl group derived from C14-C30 fatty acids; R2 denotes a galactosyl or sulfogalactosyl group; and R3 denotes a -CH=CH-(CH2)12-CH3 group.
The ceramides that are more particularly preferred are the compounds for which R1 denotes a saturated or unsaturated alkyl derived from C16-C22 fatty acids; R2 denotes a hydrogen atom; and R3 denotes a saturated or unsaturated linear C15 group.
Use may also be made of the compounds for which Ri denotes a saturated or unsaturated alkyl radical derived from C12-C22 fatty acids; R2 denotes a galactosyl or sulfogalactosyl radical and R3 denotes a saturated or unsaturated C12-C22 hydrocarbon-based radical and preferably a -CH=CH-(CH2)i2-CH3 group.
As compounds that are particularly preferred, mention may also be made of 2-N- linoleoylaminooctadecane-1 ,3-diol; 2-N-oleoylaminooctadecane-1 ,3-diol; 2-N- palmitoylaminooctadecane-1 ,3-diol; 2-N-stearoylaminooctadecane-1 ,3-diol; 2-N- behenoylaminooctadecane-1 ,3-diol; 2-N-[2-hydroxypalmitoyl]aminooctadecane- 1 ,3-diol; 2-N-stearoylaminooctadecane-1 ,3,4-triol and in particular N- stearoylphytosphingosine, 2-N-palmitoylaminohexadecane-1 ,3-diol, N- linoleoyldihydrosphingosine, N-oleoyldihydrosphingosine, N- palmitoyldihydrosphingosine, N-stearoyldihydrosphingosine, and N- behenoyldihydrosphingosine, N-docosanoyl-N-methyl-D-glucamine, cetylic acid N- (2-hydroxyethyl)-N-(3-cetyloxy-2-hydroxypropyl)amide and bis(N-hydroxyethyl-N- cetyl)malonamide; and mixtures thereof. N-Oleoyldihydrosphingosine will preferably be used. As liquid fatty substances that may be used, mention may be made of liquid hydrocarbons, liquid fatty alcohols, liquid esters of fatty acids and/or fatty alcohols other than the triglycerides, oils of triglyceride type of plant or synthetic origin, mineral oils and mixtures thereof.
The liquid fatty substances have a melting point of less than or equal to 25°C, preferably of less than or equal to 20°C, at atmospheric pressure (1.013 x 105 Pa). Advantageously, the liquid fatty substances are not (poly)oxyalkylenated.
It is recalled that the fatty alcohols, esters and acids more particularly contain at least one saturated or unsaturated, linear or branched hydrocarbon-based group comprising from 6 to 40 and better still from 8 to 30 carbon atoms, which is optionally substituted, in particular with one or more hydroxyl groups (in particular 1 to 4). If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
The liquid hydrocarbons may be Ce to C liquid hydrocarbons and be linear, branched or optionally cyclic; they are preferably chosen from Cs-C , notably C10- C14, alkanes. Examples that may be mentioned include hexane, cyclohexane, undecane, dodecane, isododecane, tridecane or isoparaffins, such as isohexadecane or isodecane, and mixtures thereof.
The liquid hydrocarbons may also be chosen from those comprising more than 16 carbon atoms, which may be linear or branched, of mineral or synthetic origin; mention may be made of liquid paraffins or liquid petroleum jelly, polydecenes, hydrogenated polyisobutene, such as Parleam®, and mixtures thereof.
The triglyceride oils of plant or synthetic origin may be chosen from liquid fatty acid triglycerides including from 6 to 30 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, com oil, soybean oil, marrow oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, castor oil, avocado oil, caprylic/capric acid triglycerides, for instance those sold by the company Stearinerie Dubois or those sold under the names Miglyol® 810, 812 and 818 by the company Dynamit Nobel, jojoba oil and shea butter oil, and mixtures thereof.
The liquid fatty alcohols may be chosen from linear or branched, saturated or unsaturated alcohols, preferably unsaturated or branched alcohols, including from 6 to 40 carbon atoms and preferably from 8 to 30 carbon atoms. Examples that may be mentioned include octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2- undecylpentadecanol, isostearyl alcohol, oleyl alcohol, linolenyl alcohol, ricinoleyl alcohol, undecylenyl alcohol and linoleyl alcohol, and mixtures thereof.
As regards the liquid esters of fatty acids and/or fatty alcohols other than the triglycerides mentioned above, mention may notably be made of esters of saturated or unsaturated, linear Ci to C26 or branched C3 to C26, aliphatic mono- or polyacids and of saturated or unsaturated, linear Ci to C26 or branched C3 to C26, aliphatic mono- or polyalcohols, the total carbon number of the esters being greater than or equal to 6, more advantageously greater than or equal to 10.
Preferably, for the esters of monoalcohols, at least one from among the alcohol and the acid from which the esters of the invention are derived is branched.
Among the monoesters, mention may be made of dihydroabietyl behenate; octyldodecyl behenate; isocetyl behenate; isostearyl lactate; lauryl lactate; linoleyl lactate; oleyl lactate; isostearyl octanoate; isocetyl octanoate; octyl octanoate; decyl oleate; isocetyl isostearate; isocetyl laurate; isocetyl stearate; isodecyl octanoate; isodecyl oleate; isononyl isononanoate; isostearyl palmitate; methyl acetyl ricinoleate; octyl isononanoate; 2 -ethylhexyl isononate; octyldodecyl erucate; oleyl erucate; ethyl palmitate, isopropyl palmitate, 2 -ethylhexyl palmitate, 2 -octyldecyl palmitate; alkyl myristates such as isopropyl 2-octyldodecyl myristate, isobutyl stearate; 2 -hexyldecyl laurate, and mixtures thereof.
Preferably, among the monoesters of monoacids and of monoalcohols, use will be made of ethyl palmitate or isopropyl palmitate, alkyl myristates, such as isopropyl or ethyl myristate, isocetyl stearate, 2-ethylhexyl isononanoate, isodecyl neopentanoate, isostearyl neopentanoate and mixtures thereof.
Still within the context of this variant, esters of C4-C22 dicarboxylic or tricarboxylic acids and of C1 -C22 alcohols and esters of monocarboxylic, dicarboxylic or tricarboxylic acids and of C2-C26 dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy alcohols may also be used.
Mention may notably be made of: diethyl sebacate; diisopropyl sebacate; diisopropyl adipate; di-n-propyl adipate; dioctyl adipate; diisostearyl adipate; dioctyl maleate; glyceryl undecylenate; octyldodecyl stearoyl stearate; pentaerythrityl monoricinoleate; pentaerythrityl tetraisononanoate; pentaerythrityl tetrapelargonate; pentaerythrityl tetraisostearate; pentaerythrityl tetraoctanoate; propylene glycol dicaprylate; propylene glycol dicaprate; tridecyl erucate; triisopropyl citrate; triisostearyl citrate; glyceryl trilactate; glyceryl trioctanoate; trioctyldodecyl citrate; trioleyl citrate; propylene glycol dioctanoate; neopentyl glycol diheptanoate; diethylene glycol diisononanoate; and polyethylene glycol distearates, and mixtures thereof.
The composition may also comprise, as fatty ester, sugar esters and diesters of C6 to C30 and preferably C12 to C22 fatty acids. It is recalled that the term “sugar” refers to oxygen-bearing hydrocarbon-based compounds bearing several alcohol functions, with or without aldehyde or ketone functions, and which include at least 4 carbon atoms. These sugars may be monosaccharides, oligosaccharides or polysaccharides.
Examples of suitable sugars that may be mentioned include sucrose, glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, and derivatives thereof, notably alkyl derivatives, such as methyl derivatives, for instance methylglucose. The sugar esters of fatty acids may be chosen notably from the group comprising the esters or mixtures of esters of sugars described above and of linear or branched, saturated or unsaturated C6 to C30 and preferably C12 to C22 fatty acids. If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
The esters according to this variant may also be chosen from mono-, di-, tri- and tetraesters, polyesters, and mixtures thereof.
These esters may be, for example, oleates, laurates, palmitates, myristates, behenates, cocoates, stearates, linoleates, linolenates, caprates, arachidonates or mixtures thereof notably such as the mixed oleo-palmitate, oleo-stearate and palmito-stearate esters.
More particularly, use is made of monoesters and diesters and notably sucrose, glucose or methylglucose mono- or di-oleates, -stearates, -behenates, -oleopalmitates, -linoleates, -linolenates and -oleostearates, and mixtures thereof.
An example that may be mentioned is the product sold under the name Glucate® DO by the company Amerchol, which is a methylglucose dioleate.
Preferably, use will be made of a liquid ester of a monoacid and of a monoalcohol.
Preferably, the fatty substances are chosen from triglyceride oils of plant or synthetic origin, liquid esters of a fatty acid and/or a fatty alcohol other than triglycerides, liquid Ce-Ci8 hydrocarbons, solid fatty alcohols, solid esters of fatty acids and/or of fatty alcohols, and mixtures thereof.
Preferably, the composition according to the invention may comprise the fatty substance(s) in a total amount ranging from 0.1 % to 20% by weight, better still from 1 % to 18% by weight, preferentially from 2% to 15% by weight, even better still from 5% to 12% by weight, relative to the total weight of the composition.
Additional compounds
The composition according to the invention advantageously comprises water, notably in a concentration preferably ranging from 50% to 95% by weight, for example from 55% to 90% by weight, notably from 60% to 85% by weight, better still from 65% to 85% by weight, relative to the total weight of the composition.
The pH of the composition may be between 2.5 and 8, preferentially between 3 and 7, or even between 4 and 6.
The composition according to the invention may optionally comprise one or more preferably hydrophilic (water-soluble or water-miscible) organic solvents which are liquid at 25°C, 1 atm, which may be chosen from Ci-Ce aliphatic or aromatic monoalcohols, C2-C8 polyols and C3-C7 polyol ethers. Advantageously, the organic solvent is chosen from C2-C4 mono-, di- or tri-diols. It may advantageously be chosen from ethanol, isopropanol, benzyl alcohol, glycerol, 1 ,2-propanediol (propylene glycol) and mixtures thereof.
The composition according to the invention may also comprise at least one or more standard cosmetic ingredients notably chosen from thickeners, gelling agents, which are both different from the polymers mentioned previously; sunscreens; antidandruff agents; antioxidants; chelating agents; reducing agents; oxidation bases, couplers, oxidizing agents, direct dyes; hair-straightening agents; nacreous agents and opacifiers; micas, nacres, glitter flakes; plasticizers or coalescers; pigments; fillers; fragrances; basifying or acidifying agents; silanes. A person skilled in the art will take care to select the ingredients included in the composition, and also the amounts thereof, so that they do not harm the properties of the compositions of the present invention.
The composition according to the invention can in addition advantageously comprise one or more silicone polymers derived from an amino acid, notably of following formula (A1 ) or (A2):
Figure imgf000047_0001
- n is an integer of between 1 and 100, preferably between 1 and 50, more preferentially between 1 and 20, better still between 1 and 10, even better still between 1 and 5, even better still between 1 and 3,
- Ri is a polypeptide chain derived from an amino acid such as cysteine.
Preferably, the silicone polymer(s) derived from an amino acid correspond to formula (A1 ) in which R1 is a hydrolysed plant protein residue.
Mention may notably be made of the compounds having as INCI name: Hydrolyzed Wheat Protein PG-Propyl Silanetriol, Hydrolyzed Vegetable Protein PG-Propyl Silanetriol or Cystine Bis-PG-Propyl Silanetriol, which are sold under the names Crodasone® W, Crodasone® W PF, Keravis® PE or Crodasone® Cystine by Croda.
Preferably, the silicone polymer(s) derived from an amino acid can be present in the composition according to the invention at a content which can range from 0.1 % to 2% by weight, notably from 0.2% to 1 % by weight, relative to the total weight of the composition. Better still, the silicone polymer(s) derived from an amino acid of formula (A1 ) in which R1 is a hydrolysed plant protein residue can be present in the composition according to the invention at a content which can range from 0.1 % to 2% by weight, notably from 0.2% to 1 % by weight, relative to the total weight of the composition.
According to a preferred embodiment of the invention, the cosmetic composition, preferably hair composition, may comprise:
- one or more compounds of amino acid type corresponding to formula (I) as defined above, in which p = 2 and R represents a hydrogen atom or a saturated, linear or branched, (Ci-C4)alkyl group, optionally interrupted with a -S- heteroatom and/or optionally substituted with one or two groups chosen from hydroxyl, amino or -NH- C(NH)-NH2; better still, R represents a hydrogen atom; preferably present in a total content of at least 0.5% by weight, relative to the total weight of the composition, notably from 0.5% to 10% by weight, notably from 0.7% to 8% by weight, better still from 0.8% to 7% by weight, relative to the total weight of the composition;
- one or more hydroxylated (poly)carboxylic acids, comprising from 4 to 6 carbon atoms, from 1 to 3 OH groups and 2 or 3 COOH groups, and/or salts thereof, preferably present in a total content of at least 0.5% by weight, relative to the total weight of the composition, better still from 0.5% to 10% by weight, notably from 1 % to 8% by weight, better still from 1 .5% to 6% by weight;
- one or more silicones, preferably chosen from amino silicones, non-amino silicones, and mixtures thereof; preferably present in a total content ranging from 0.5% to 5% by weight, preferentially from 0.6% to 3% by weight and more preferentially from 0.7% to 2.5% by weight, relative to the total weight of the composition;
- optionally one or more cationic surfactants preferably chosen from those of formula (II) above, those of formula (V) above, and mixtures thereof, better still from those of formula (II) above; preferably present in a total amount ranging from 0.1 % to 10% by weight, better still from 0.2% to 8% by weight, preferentially from 0.3% to 7% by weight, even better still from 0.5% to 5% by weight, relative to the total weight of the composition;
- optionally one or more cationic polysaccharides, notably chosen from cationic celluloses and/or galactomannan gums; preferably present in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition;
- optionally one or more nonionic polysaccharides, notably chosen, alone or as a mixture, from nonionic guar gums optionally modified with (poly)hydroxy(Ci-C6)alkyl groups; preferably present in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition;
- optionally one or more nonionic surfactants; preferably present in a total content ranging from 0.05% to 10% by weight, preferably from 0.1 % to 5% by weight, preferentially from 0.2% to 3% by weight, relative to the total weight of the composition according to the invention.
The cosmetic composition according to the invention notably finds a particularly advantageous application in the field of haircare, notably for cleansing and/or conditioning the hair. The hair compositions are preferably lotions, masks or conditioners, but may also be in the form of a shampoo, notably a conditioning shampoo, that can be rinsed off; or else in the form of a pre-shampoo to be rinsed off or left on before applying a shampoo.
The cosmetic composition may or may not be rinsed off after having been applied to the keratin materials, notably the hair. Rinsing can thus optionally be carried out for example with water after a possible leave-on time. It is preferably rinsed off after a possible leave-on time.
The subject of the invention is also a cosmetic treatment process, notably a hair treatment process, in particular for washing and/or conditioning keratin fibres, notably the hair, comprising the application to said fibres of a cosmetic composition according to the invention, preferably followed by rinsing after a possible leave-on time.
It is preferably a hair treatment process, in particular for washing and/or conditioning hair which has been sensitized, weakened and/or damaged, or else hair laden with metal ions, notably copper and/or calcium.
Said process may also comprise at least two successive steps of applying a composition as defined above to the hair, in particular to hair which has been sensitized, weakened and/or damaged; this is then referred to as a multi-application process.
A subject of the invention is also the use of the cosmetic composition according to the invention for strengthening hair which has notably been sensitized, weakened and/or damaged; and/or for limiting the loss of sheen of hair which has notably been sensitized, weakened and/or damaged.
A subject of the invention is also a process for the cosmetic treatment of the hair, notably hair which has been sensitized, weakened and/or damaged, comprising:
- a step (i) of washing the hair, comprising the application of a washing cosmetic composition A comprising one or more anionic and/or amphoteric surfactants, followed by
- a step (ii) of application to the hair of a cosmetic composition B as defined according to the present invention, followed by
- a step (iii) of conditioning the hair, comprising the application of a cosmetic care composition C comprising one or more conditioning agents chosen from cationic surfactants, cationic polymers, silicones, fatty substances and mixtures thereof. Step (i) of washing the hair may or may not be followed by a leave-on time, for example of 1 to 15 minutes, notably 2 to 5 minutes.
This step may or may not be followed by a rinsing step, for example with water, before step (ii) is performed.
Preferably, said step (i) is followed by a rinsing step, after a possible leave-on time of 1 -15 minutes. The process according to the invention thus preferably comprises an intermediate rinsing step between steps (i) and (ii).
Step (ii) of application to the hair of a cosmetic composition according to the invention may or may not be followed by a leave-on time, for example of 1 to 15 minutes, notably 2 to 5 minutes.
This step may or may not be followed by a rinsing step, for example with water, before step (iii) is performed.
Preferably, said step (ii) is not followed by a rinsing step before step (iii) is performed.
Step (iii) of conditioning the hair may or may not be followed by a leave-on time, for example of 1 to 15 minutes, notably 2 to 5 minutes.
This step may or may not be followed by a rinsing step, for example with water. Preferably, said step (iii) is followed by a rinsing step, after a possible leave-on time of 1 -15 minutes; and optionally by a drying step.
Steps (i), (ii) and (iii) are performed successively, or sequentially, which means that step (i) comes before step (ii), which itself comes before step (iii); intermediate steps, for example leave-on and/or rinsing and/or drying steps, may be present between each of these steps.
Preferably, steps (i) and (ii) are spaced apart by a maximum of one hour, better still 1 to 50 minutes, or even 5 to 45 minutes.
Preferably, steps (ii) and (iii) are spaced apart by a maximum of one hour, better still 1 to 50 minutes, or even 5 to 45 minutes.
A subject of the invention is also a process for the cosmetic treatment of the hair, notably hair which has been sensitized, weakened and/or damaged, comprising at least two successive steps of applying a cosmetic composition as defined according to the invention.
In other words, the composition is applied to the hair several times successively, that is to say that the steps of applying the composition according to the invention are performed one after the other with or without an intermediate rinsing step.
Preferentially, the process according to the invention involves a step of rinsing the hair at least between two successive steps of applying the composition.
The leave-on time of the composition according to the invention on the hair can vary between several seconds (10 seconds for example) and several minutes (5 to 60 minutes for example), preferably between 1 and 30 minutes, better still between 2 and 15 minutes.
The application to the hair may be performed for example by means of a comb, a fine brush, with the aid of a coarse brush or with the fingers.
Between each successive step of applying the composition, the hair may be rinsed and/or may be dried.
The rinsing may be performed with water or a shampoo, after a possible leave-on time. The hair can then be squeezed dry, optionally washed using a standard shampoo and then dried.
The rinsing step may also be followed by a drying step, for example at room temperature (25°C) or at a temperature greater than 40°C. Preferably, the hair is dried, in addition to a supply of heat, with a flow of air. During drying, a mechanical action may be exerted on the locks, such as combing, brushing, or running the fingers through. The drying step of the process of the invention may be performed with a hood, a hairdryer or a straightening iron. When the drying step is performed with a hood or a hairdryer, the drying temperature is between 40°C and 1 1 C C, preferably between 50°C and 90°C. When the drying step is performed with a straightening iron, the drying temperature is between 1 10°C and 220°C, preferably between 130°C and 200°C.
The hair treatment process according to the invention may comprise more than two successive steps of applying the composition as defined above to the hair, for example at least 3 successive steps, or even at least 4 successive steps. These successive applications may also be performed over several weeks, or even several months.
The time between each application step may advantageously be between 1 day and several days, for example 1 day to 7 days, which corresponds to a weekly application of the composition, or between 2 and 4 days, which corresponds to a twice-weekly application of the composition.
The examples that follow serve to illustrate the invention without, however, being limiting in nature.
In the examples that follow, unless otherwise indicated, all the amounts are indicated as mass percentages of active material (g% AM) relative to the total weight of the composition.
Example 1
The following compositions according to the invention were prepared from the ingredients shown in the tables below (g% AM):
[Table 1 ]
Figure imgf000051_0001
Figure imgf000052_0001
Composition A is in the form of a cream and may advantageously be used as a mask before shampooing or after shampooing.
This composition may be used for disentangling of the hair, with the addition of care and strength (body and mass effect).
The composition also has strengthening properties.
Composition B is in the form of a lotion and may advantageously be used, without rinsing, before shampooing or after shampooing and before using a mask or a hair conditioner without rinsing. This composition may be used for disentangling of the hair, with the addition of care and strength (body and mass effect).
The composition also has strengthening properties. Example 2
Composition C according to the invention and comparative composition C’ were prepared from the ingredients shown in the tables below (g% AM):
[Table 2]
Figure imgf000053_0001
Composition C is in the form of a cream which may advantageously be used as a mask after shampooing and be rinsed off after a leave-on time of several minutes. This composition may be used for disentangling of the hair, with the addition of care and strength (body and mass effect).
The composition also has strengthening properties for the hair.
The strengthening is measured using the DSC technique.
(i) preparation of the locks
The measurements are performed on locks that have previously been bleached manually and then treated five times according to the following protocol: the lock is washed with a neutral shampoo, then rinsed, 2 g of the composition to be tested are applied to each 5.7 g lock of hair, the treatment is left on for 5 minutes, then rinsed again.
(ii) measurement method
The differential scanning calorimetry (DSC) technique is known to those skilled in the art as a method for quantifying the strengthening of proteins in the cortex of keratin fibres (Kinetics of the changes imparted to the main structural components of human hair by thermal treatment, https://doi.Org/10.1016/j.tca.2O18.01 .014 & F.- J. Wortmann and H. Deutz, J. AppL Polym Sci., 48, 137 (1993). The principle of the test is to measure the protein denaturing temperature. It is widely acknowledged that the higher the protein denaturing temperature, the better the integrity of the proteins of the cortex, which reflects the reduction in fibre breakage.
The denaturing temperature is directly linked to the bonding density of the keratin proteins present in the cortex. Thus, the lower the denaturing temperature, the lower the bonding density between the proteins: the disulfide bridges break and the cortex is damaged. A difference of 2°C is acknowledged by those skilled in the art as a significant modification.
The machine used for taking the measurements is a TA Instruments DSC Q20 reference instrument. This machine measures the energy flow during heating of the sample. The temperature of maximum energy flow represents the denaturing temperature.
(iii) results
The results of the denaturing temperature (Td) measurements for each of the locks treated according to the protocol described previously are summarized in the table below and correspond to the mean of three measurements taken per lock.
Table 3]
Figure imgf000054_0001
*SD = standard deviation
These results show that the use of the composition according to the invention increases the bonding density of the keratin proteins presents in the cortex of the treated hair, thus enabling repair of the damaged hair.
Moreover, the denaturing temperature for the locks treated according to the present invention is better than that measured for natural, undamaged hair, thus demonstrating that the hair has been repaired.
Example 3
The following compositions (A1 according to the invention and A2 comparative) were prepared from the ingredients shown in the table below (g% AM):
[Table 4]
Figure imgf000054_0002
Figure imgf000055_0001
Compositions A1 or A2 are applied to hair locks (moderately sensitized hair, SA20 type) weighing 5.4 g, previously washed with a classic shampoo (DOP), at the rate of 2.5 g of composition for 5.4 g of lock; the locks are kneaded 5 times.
The locks are rinsed with water (21 passages between the fingers), wrung out (5 passages between the fingers), dried with a hair dryer then disentangled in order to be evaluated.
The performance in terms of smoothness was evaluated on dry hair, blind, after detangling, by 5 experts, on a scale ranging from 0 (very bad) to 5 (very good), in steps of 0.5.
The evaluation is tactile: the expert grasps the lock between the thumb and the index finger and slides his fingers along the lock from the upper part to the tips; it assesses whether the hair has rough edges and if it catches the fingers.
The results are the following:
[Table 5]
Figure imgf000055_0002
For all the experts, composition A1 was judged to be superior to composition A2 on the smoothness criterion.
The average value of the scores obtained shows an improvement in the smoothness to the touch criterion when composition A1 (according to the invention) is applied, compared to composition A2 (comparative). These results are significant regarding the standard deviations. Example 4
The following compositions (B1 according to the invention and B2 comparative) were prepared from the ingredients shown in the table below (g% AM):
[Table 6]
Figure imgf000056_0001
Compositions B1 or B2 are applied to hair locks (moderately sensitized hair, SA20 type), weighing 5.4 g, previously washed with a classic shampoo (DOP), at the rate of 2.5 g of composition for 5.4 g of lock; the locks are kneaded 5 times.
The locks are rinsed with water (21 passages between the fingers), wrung out (5 passages between the fingers), dried with a hair dryer then disentangled. This protocol was repeated 4 times. At the end of the 4th cycle, the locks are not dried, they are just disentangled in order to be evaluated (wet evaluation).
The performance in terms of smoothness was evaluated on wet hair, blind, after detangling, by 5 experts, on a scale ranging from 0 (very bad) to 5 (very good), in steps of 0.5.
The evaluation is tactile: the expert grasps the lock between the thumb and the index finger and slides his fingers along the lock from the upper part to the tips; it assesses whether the hair has rough edges and if it catches the fingers.
The results are the following:
[Table 7]
Figure imgf000056_0002
Figure imgf000057_0001
The average value of the scores obtained shows an improvement in the smoothness to the touch criterion when composition B1 (according to the invention) is applied, compared to composition B2 (comparative). These results are significant regarding the standard deviations.
Example 5
The following compositions (C1 according to the invention and C2 comparative) were prepared from the ingredients shown in the table below (g% AM):
[Table 8]
Figure imgf000057_0002
Compositions C1 or C2 are applied to hair locks (moderately sensitized hair, SA20), weighing 5.4 g, previously washed with a classic shampoo (DOP), at the rate of 2.5 g of composition for 5.4 g of lock; the locks are kneaded 5 times.
The locks are rinsed with water (21 passages between the fingers), wrung out (5 passages between the fingers), dried with a hair dryer then disentangled. This protocol was repeated 4 times. At the end of the 4th cycle, the locks are dried, then disentangled in order to be evaluated (dry evaluation). The performance in terms of reinforcement of the hair (its bending resistance or body intake) was evaluated on dry hair, blind, after detangling, by 5 experts, on a scale ranging from 0 (very bad) to 5 (very good), in steps of 0.5.
In order to evaluate the reinforcement performance, the ability of the lock to resist bending is evaluated. The more the lock resists, the more its reinforcement will be important.
The evaluation is tactile: the expert folds the lock in three and evaluates its bending resistance by pressing it. The results are the following:
[Table 9]
Figure imgf000058_0001
The average value of the scores obtained shows an improvement in the reinforcement of the hair, when composition C1 (according to the invention) is applied, com- pared to composition C2 (comparative). These results are significant regarding the standard deviations.

Claims

1 . Cosmetic composition, preferably hair composition, comprising:
- one or more compounds of amino acid type chosen from the compounds corresponding to formula (I) and/or salts thereof, notably alkali metal or alkaline- earth metal salts, or zinc salts:
Figure imgf000059_0001
in which p is an integer equal to 1 or 2, it being understood that:
- when p = 1 , R forms, with the nitrogen atom, a saturated heterocycle comprising from 5 to 8 ring members, preferably 5 ring members, it being possible for this ring to be substituted with one or more groups chosen from hydroxyl or (Ci-C4)alkyl;
- when p = 2, R represents a hydrogen atom or a saturated, linear or branched, (Ci- Ci2)alkyl, preferably (Ci-C4)alkyl, group, optionally interrupted with one or more heteroatoms or groups chosen from -S-, -NH- or -C(NH)- and/or optionally substituted with one or more groups chosen from hydroxyl (-OH), amino (-NH2), - SH, -COOH, -CONH2 or -NH-C(NH)-NH2; present in a total content of at least 0.5% by weight, relative to the total weight of the composition,
- one or more hydroxylated (poly)carboxylic acids, comprising from 2 to 8 carbon atoms, and/or salts thereof, present in a total content of from 1 to 10% by weight, relative to the total weight of the composition, and
- one or more silicones, present in a total content of at least 0.5% by weight, relative to the total weight of the composition.
2. Composition according to the preceding claim, comprising one or more compounds of the amino acid type chosen from the compounds corresponding to formula (I) and/or salts thereof, notably alkali metal or alkaline-earth metal salts, or zinc salts; in which p = 2 and R represents a hydrogen atom or a saturated, linear or branched, (Ci-C4)alkyl group, optionally interrupted with a -S- heteroatom and/or optionally substituted with one or two groups chosen from hydroxyl, amino or -NH- C(NH)-NH2; better still, p = 2 and R represents a hydrogen atom.
3. Composition according to either of the preceding claims, in which the compound(s) of amino acid type are chosen from glycine, proline, methionine, serine, arginine, lysine, their salts, in particular alkali metal, alkaline-earth metal or zinc salts, and mixtures thereof; preferentially chosen from glycine, its salts, in particular alkali metal, alkaline-earth metal or zinc salts, and mixtures thereof.
4. Composition according to one of the preceding claims, in which the total content of compound(s) of amino acid type ranges from 0.5% to 10% by weight, notably from 0.7% to 8% by weight, better still from 0.8% to 7% by weight, relative to the total weight of the composition.
5. Composition according to one of the preceding claims, comprising one or more hydroxylated (poly)carboxylic acids chosen from lactic acid, glycolic acid, tartaric acid or citric acid, and salts thereof, notably alkali metal or alkaline-earth metal salts; most particularly citric acid and/or tartaric acid and also salts thereof, notably alkali metal or alkaline-earth metal salts, such as sodium citrate and/or sodium tartrate; better still citric acid or its salts, notably alkali metal or alkaline-earth metal salts, such as sodium citrate.
6. Composition according to one of the preceding claims, in which the total content of hydroxylated (poly)carboxylic acids comprising in total from 2 to 8 carbon atoms, and/or salts thereof, ranges from 1 % to 10% by weight, notably from 1 % to 8% by weight, better still from 1 .5% to 6% by weight, relative to the total weight of the composition.
7. Composition according to one of the preceding claims, in which the silicone(s) are chosen from the amino silicones, and better still, alone or as mixtures, from the following amino silicones:
A) the polysiloxanes corresponding to formula (I):
Figure imgf000060_0001
in which x’ and y’ are integers such that the weight-average molecular mass (Mw) is between 5000 and 500 000 g/mol;
B) the amino silicones corresponding to formula (II):
R’aG3-a-Si(OSiG2)n-(OSiGbR’2-b)m-O-SiG3-a -R’a’ (II) in which:
- G, which is identical or different, denotes a hydrogen atom or a phenyl, OH, Ci-Cs alkyl, for example methyl, or Ci-Cs alkoxy, for example methoxy, group;
- a and a’, which may be identical or different, denote 0 or an integer from 1 to 3, in particular 0, with the proviso that at least one from among a and a’ is equal to zero,
- b denotes 0 or 1 , in particular 1 , - m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and
- R’, which may be identical or different, denotes a monovalent radical of formula - CqH2qL in which q is a number ranging from 2 to 8 and L is an optionally quaternized amino group chosen from the following groups: -NR”-Q-N(R”)2, -N(R”)2, -N+(R”)3 A- , -N+H(R”)2 A-, -N+H2(R”) A-, -NR”-Q-N+(R”)H2 A-, -NR”-Q-N+(R”)2H A- and -NR”-Q- N+(R”)3 A in which R”, which may be identical or different, denotes hydrogen, phenyl, benzyl or a saturated monovalent hydrocarbon -based radical, for example a C1-C20 alkyl radical; Q denotes a linear or branched group of formula CrH2r, r being an integer ranging from 2 to 6, preferably from 2 to 4; and A- represents a cosmetically acceptable anion, notably a halide, such as fluoride, chloride, bromide or iodide. preferably, said amino silicones of formula (II) being chosen from:
(i) the “trimethylsilyl amodimethicone” silicones corresponding to formula (III):
Figure imgf000061_0001
in which m and n are numbers such that the sum (n + m) varies from 1 to 2000, preferably from 20 to 1000, in particular from 50 to 600, better still from 50 to 150; it being possible for n to denote a number from 0 to 1999 and notably from 49 to 149 and it being possible for m to denote a number from 1 to 2000 and notably from 1 to 10;
(ii) the silicones of formula (IV) below:
Figure imgf000061_0002
in which:
- m and n are numbers such that the sum (n + m) ranges from 1 to 1000, in particular from 50 to 250 and more particularly from 100 to 200; n denoting a number from 0 to 999 and notably from 49 to 249 and more particularly from 125 to 175, and m denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and
- R1, R2 and R3, which may be identical or different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals R1 to R3 denoting an alkoxy radical.
(iii) the silicones of formula (V) below:
Figure imgf000062_0001
in which:
- p and q are numbers such that the sum (p + q) ranges from 1 to 1000, in particular from 50 to 350 and more particularly from 150 to 250; p denoting a number from 0 to 999, notably from 49 to 349 and more particularly from 159 to 239, and q denoting a number from 1 to 1000, notably from 1 to 10 and more particularly from 1 to 5; and
- Ri and R2, which are different, represent a hydroxyl or C1-C4 alkoxy radical, at least one of the radicals R1 or R2 denoting an alkoxy radical.
(iv) the silicones of formula (VI) below:
Figure imgf000062_0002
in which:
- m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n denoting a number from 0 to 1999 and notably from 49 to 149, and m denoting a number from 1 to 2000 and notably from 1 to 10; and
- A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms.
(v) the silicones of formula (VII) below:
Figure imgf000063_0001
in which:
- m and n are numbers such that the sum (n + m) ranges from 1 to 2000 and in particular from 50 to 150, n possibly denoting a number from 0 to 1999 and notably from 49 to 149, and m possibly denoting a number from 1 to 2000 and notably from 1 to 10; and
- A denotes a linear or branched alkylene radical containing from 4 to 8 carbon atoms and preferably 4 carbon atoms.
C) the amino silicones corresponding to formula (VIII):
Figure imgf000063_0002
in which:
- Rs represents a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl or C2-C18 alkenyl radical, for example methyl;
- Re represents a divalent hydrocarbon-based radical, notably a C1-C18 alkylene radical or a divalent C1-C18, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
- Q is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate;
- r represents a mean statistical value ranging from 2 to 20 and in particular from 2 to 8; and
- s represents a mean statistical value ranging from 20 to 200 and in particular from 20 to 50.
D) the quaternary ammonium silicones of formula (IX):
Figure imgf000064_0001
in which:
- R7, which may be identical or different, represent a monovalent hydrocarbon -based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2-C18 alkenyl radical or a ring comprising 5 or 6 carbon atoms, for example methyl;
- Re represents a divalent hydrocarbon-based radical, notably a C1-C18 alkylene radical or a divalent C1-C18, for example Ci-Cs, alkyleneoxy radical linked to the Si via an SiC bond;
- Rs, which may be identical or different, represent a hydrogen atom, a monovalent hydrocarbon-based radical containing from 1 to 18 carbon atoms, and in particular a C1-C18 alkyl radical, a C2-C18 alkenyl radical or a radical -R6-NHCOR7;
- X- is an anion such as a halide ion, notably chloride, or an organic acid salt, notably acetate; and
- r represents a mean statistical value ranging from 2 to 200 and in particular from 5 to 100.
E) the amino silicones of formula (X):
Figure imgf000064_0002
- R-i, R2, R3 and R4, which may be identical or different, denote a C1-C4 alkyl radical or a phenyl group,
- Rs denotes a C1-C4 alkyl radical or a hydroxyl group,
- n is an integer ranging from 1 to 5,
- m is an integer ranging from 1 to 5, and
- x is chosen such that the amine number ranges from 0.01 to 1 meq/g;
F) the multiblock polyoxyalkylenated amino silicones, of (AB)n type, A being a polysiloxane block and B being a polyoxyalkylenated block including at least one amine group.
G) the amino silicones of formulae (XI) and (XII):
Figure imgf000065_0001
in which:
- R, R’ and R”, which may be identical or different, denote a C1-C4 alkyl group or a hydroxyl group,
- A denotes a C3 alkylene radical; and
- m and n are numbers such that the weight-average molecular mass of the compound is between 5000 and 500 000;
Figure imgf000065_0002
in which:
- x and y are numbers ranging from 1 to 5000; preferably, x ranges from 10 to 2000 and more preferentially from 100 to 1000; preferably, y ranges from 1 to 100;
- R1 and R2, which may be identical or different, preferably identical, denote a linear or branched, saturated or unsaturated alkyl group comprising from 6 to 30 carbon atoms, preferably from 8 to 24 carbon atoms and more preferentially from 12 to 20 carbon atoms; and
- A denotes a linear or branched alkylene radical containing from 2 to 8 carbon atoms.
H) polysiloxanes and notably polydimethylsiloxanes, including primary amine groups at only one chain end or on side chains, such as those of formula (XIV), (XV) or (XVI):
Figure imgf000066_0002
In formula (XIV), the values of n and m are such that the weight-average molecular mass of the amino silicone is between 1000 and 55 000.
In formula (XV), the value of n is such that the weight-average molecular mass of the amino silicone is between 500 and 3000. In formula (XVI), the values of n and m are such that the weight-average molecular mass of the amino silicone is between 500 and 50 000.
- the amino silicones corresponding to formula (XVIII) below:
Figure imgf000066_0001
in which:
- n is a number between 1 and 1000, preferably between 10 and 500, better still between 25 and 100, even better still between 50 and 80;
- m is a number between 1 and 200, preferably between 1 and 100, better still between 1 and 10 and even better still between 1 and 5;
- R’”, which may be identical or different, preferably identical, are saturated or unsaturated, linear or branched, alkyl radicals comprising from 8 to 30 carbon atoms, preferably from 10 to 24 carbon atoms, notably from 12 to 18 carbon atoms; it being possible for said radicals optionally to be substituted with one or more hydroxyl OH groups;
- R’ is a linear or branched divalent alkylene radical containing from 1 to 6 carbon atoms, notably from 2 to 5 carbon atoms;
- R” is a linear or branched divalent alkylene radical containing from 1 to 6 carbon atoms, notably from 1 to 5 carbon atoms.
8. Composition according to one of the preceding claims, in which the silicone(s) are chosen, alone or as a mixture, from
- the amino silicones of formula (II), preferably those in which G denotes a Ci-Cs alkyl and a = a’ = 0; notably aminopropyl dimethicone,
- the quaternary ammonium silicones of formula (IX) above;
- the amino silicones of formula (XVIII) above, notably those in which n is a number of between 50 and 80; m is a number of between 1 and 5; R’”, which are identical, are saturated linear alkyl radicals comprising from 13 to 15 carbon atoms; R’ is a - (CH2)3-, -CH2-CH(CH3)-CH2- or -CH2-CH2-CH(CH3)- radical, and R” is a -(CH2)2- radical.
9. Composition according to one of the preceding claims, in which the silicone(s) are present in a total content ranging from 0.5% to 5% by weight, preferentially from 0.6% to 3% by weight and more preferentially from 0.7% to 2.5% by weight, relative to the total weight of the composition.
10. Composition according to one of the preceding claims, comprising one or more cationic surfactants, notably in a total amount ranging from 0.1 % to 10% by weight, better still from 0.2% to 8% by weight, preferentially from 0.3% to 7% by weight, even better still from 0.5% to 5% by weight, relative to the total weight of the composition.
1 1 . Composition according to one of the preceding claims, comprising one or more cationic polymers, preferably chosen from cationic polysaccharides, notably cationic celluloses, cationic galactomannan gums, notably cationic guar gums; and also mixtures thereof; in particular in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition.
12. Composition according to one of the preceding claims, comprising one or more nonionic polysaccharides, notably chosen, alone or as a mixture, from celluloses, galactomannans and their nonionic derivatives, in particular their ethers; better still, alone or as a mixture, from nonionic guar gums optionally modified with (poly)hydroxy(Ci-C6)alkyl groups, notably hydroxypropyl groups, and/or celluloses, which are substituted or unsubstituted, and cellulose ethers, such as (C-i- C4)alkylcelluloses and (poly)hydroxy(Ci-C4)alkylcelluloses; preferentially chosen, alone or as a mixture, from nonionic guar gums optionally modified with (poly)hydroxy(Ci-C6)alkyl, notably hydroxypropyl, groups; preferably in a total amount ranging from 0.01 % to 10% by weight, better still from 0.05% to 5% by weight, even better still from 0.1 % to 2% by weight, relative to the total weight of the composition.
13. Composition according to one of the preceding claims, comprising one or more nonionic surfactants, notably in a total content ranging from 0.05% to 10% by weight, preferably from 0.1 % to 5% by weight, preferentially from 0.2% to 3% by weight, relative to the total weight of the composition according to the invention.
14. Composition according to one of the preceding claims, comprising one or more non-silicone fatty substances, preferably chosen from triglyceride oils of plant or synthetic origin, liquid esters of a fatty acid and/or of a fatty alcohol other than triglycerides, liquid Ce-C hydrocarbons, solid fatty alcohols, solid esters of fatty acids and/or of fatty alcohols, and mixtures thereof; notably in a total amount ranging from 0.1 % to 20% by weight, better still from 1 % to 18% by weight, preferentially from 2% to 15% by weight, better still from 5% to 12% by weight, relative to the total weight of the composition.
15. Composition according to one of the preceding claims, comprising water, notably in a concentration ranging from 50% to 95% by weight, for example from 55% to 90% by weight, notably from 60% to 85% by weight, better still from 65% to 85% by weight, relative to the total weight of the composition.
16. Cosmetic treatment process, notably a hair treatment process, in particular for washing and/or conditioning keratin fibres, notably the hair, in particular hair which has been sensitized, weakened and/or damaged, or hair laden with metal ions, notably copper and/or calcium, comprising the application to said fibres of a cosmetic composition according to one of the preceding claims, preferably followed by rinsing after a possible leave-on time.
17. Use of the composition defined according to one of Claims 1 to 15, for strengthening and/or for limiting the loss of sheen of hair which has notably been sensitized, weakened and/or damaged.
18. Process for the cosmetic treatment of the hair, notably hair which has been sensitized, weakened and/or damaged, comprising:
- a step (i) of washing the hair, comprising the application of a washing cosmetic composition A comprising one or more anionic and/or amphoteric surfactants, followed by
- a step (ii) of application to the hair of a cosmetic composition B as defined according to one of claims 1 to 15, followed by - a step (iii) of conditioning the hair, comprising the application of a cosmetic care composition C comprising one or more conditioning agents chosen from cationic surfactants, cationic polymers, silicones, fatty substances and mixtures thereof.
19. Process for the cosmetic treatment of the hair, notably hair which has been sensitized, weakened and/or damaged, comprising at least two successive steps of applying a cosmetic composition as defined according to one of claims 1 to 15.
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